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Best weekend getaways in new england.

Known for its historical roots, rugged landscape, savory seafood and rich sports culture, New England is home to a variety of vacation destinations. But with so many picture-perfect towns spread from the coast to the mountains, it's hard to decide where to head for a weekend getaway. That's why U.S. News took into account sights, culture, food and more to determine the best weekend getaways in New England. Cast your vote below to help us decide next year's ranking. Considering a fall trip to New England? Read our top travel tips »

Newport, RI

Portland, me, martha's vineyard, acadia national park, kennebunkport, white mountains, block island, the berkshires, sugarloaf mountain.

Visitors heading to Newport, Rhode Island, will be treated to breathtaking coastal vistas, glamorous seaside homes and top-notch sailing. Soak up some sun at Easton's Beach, or enjoy the sound of crashing waves while strolling the scenic Cliff Walk. If you'd rather treat yourself during your trip, hit up Thames Street, a bustling strip with delicious eateries, small boutiques and historic Colonial structures. Don't forget to save time for a tour (or two) of Newport's elaborate mansions, including The Breakers and Marble House.

An ideal destination for foodies and culture hounds, Portland, Maine, is filled with award-winning restaurants, museums, breweries, art galleries, boutiques and more. Spend some time wandering the cobblestone streets of the historical Old Port, where boats line the harbor and seafood is aplenty. Or, venture southeast of the city to Cape Elizabeth to snap a picture of the iconic Portland Head Light – one of the most photographed lighthouses in America – and hike or picnic in Fort Williams Park.

A popular summertime island retreat for New Englanders and politicians alike, Martha's Vineyard appeals to all types of travelers. Fly or take the ferry from the mainland to explore the Massachusetts island's six towns and numerous beaches. Don't miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in the village of Menemsha or the boutiques in Vineyard Haven. While the island's eastern side is walkable, it's best to take a bus or car to the dramatic Aquinnah Cliffs on the more rugged western side.

Many pass through Bar Harbor on their way to Acadia National Park , but this charming seaside town is definitely worth a stop. Located on Maine's Mount Desert Island, Bar Harbor is bursting with locally owned boutiques, fresh seafood restaurants and gorgeous coastal views. Walk the scenic Shore Path for views of Frenchman Bay and multimillion-dollar mansions, or take a ride on a lobster boat to learn about the craft firsthand. While the town is popular in summer, its smaller crowds and vibrant foliage in autumn make it equally appealing during the shoulder season.

For a quintessential New England getaway, head to this Massachusetts peninsula known for its laid-back vibe. Vacationers can bask in the sun somewhere along Cape Cod National Seashore's 40 miles of sand before digging into a plate of fried clams or retreating to a quaint bed-and-breakfast . When planning your visit, keep in mind that each Cape Cod town is a little different. You'll find upscale shops in Chatham, historical landmarks in Sandwich, sky-high sand dunes in Wellfleet and a thriving LGBTQ community in Provincetown. Cape Cod's ample restaurants, boutiques, art galleries and ocean views are enough to keep you busy for days.

In the mood for an adventure? This more than 47,000-acre national park in Maine, one of the state's top attractions , is perfect for hiking, biking and rock climbing, among other outdoor activities. Your top priority should be to hike 1,530-foot-tall Cadillac Mountain – it's the first spot in the country to catch a sunrise from October to March. If you're not a fan of hiking, rent a car and make the drive along the 27-mile Park Loop Road. You'll pass the dramatic edge of Otter Cliffs and the cave at Thunder Hole, as well as other wonders visible from the road's pull-off observation areas.

The largest city in New England is fairly compact and walkable – perfect for sightseeing in just a few days. History buffs can follow the Freedom Trail to learn about the American Revolution before stopping for a beer at the historic Bell in Hand Tavern. Foodies can get a taste of Italy in the North End or indulge in some fresh oysters and clam chowder in the Seaport District. Meanwhile, fashionistas can browse the many shops on Newbury Street, and souvenir hunters can visit Faneuil Hall Marketplace. No matter your interests, your trip to Boston would not be complete without visiting Fenway Park.

Despite its small size, Nantucket has no shortage of activities. Board a ferry from Cape Cod or fly into the island's airport to enjoy a unique Massachusetts vacation. Visit Cisco Brewers for private brewery, vineyard and distillery tours, or simply enjoy the food trucks and live music. While Nantucket is a walkable island, many visitors enjoy renting bikes or mopeds to explore the area, especially tiny Siasconset Village. You'll want to also save time for watching the sunset at Madaket Beach on the island's west coast.

It doesn't get more relaxing than Kennebunkport, Maine. You can lay on sandy beaches, stroll through quaint boutiques and sample local specialties like lobster rolls, oysters and blueberry pies. There are also plenty of unique ways to see the town, including on foot during a food tour, by boat while on a lobster boat tour and by trolley with Intown Trolley. Plus, you can stop along the way to take pictures of Walker's Point – the Bush family compound. Keep your eyes peeled for other famous faces, as Kennebunkport is a popular celebrity vacation destination.

Although Stowe's small-town charm and dramatic vistas make it a beautiful destination year-round, snow lovers won't want to miss this Vermont retreat in all its winter glory. Stowe is dubbed the "Ski Capital of the East," but this New England hideaway is also ideal for snowboarding, snowshoeing and dog sledding. If you'd rather visit during the warmer months, consider hiking the Stowe Recreation Path or driving the Auto Toll Road to the top of Mount Mansfield for unbeatable views of the Adirondack Mountains. Whichever season you prefer, fans of "The Sound of Music" can't miss a visit to Stowe's Trapp Family Lodge.

If historic walking tours, charming bistros and tax-free shopping describe your ideal New England weekend, book your ticket to Portsmouth, New Hampshire, today. Take a narrated boat tour of the Isles of Shoals, or spend the day exploring Market Square, the gem of downtown Portsmouth. For a breath of fresh air, sink your toes in the sand at nearby Wallis Sands State Beach or stroll through the gardens at Prescott Park. Time your visit for summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into a vibrant outdoor performance venue.

Whether you're looking for a quiet mountain hideaway or an activity-filled weekend, potential abounds in the White Mountains. Designated as a protected national forest, the White Mountains cover parts of New Hampshire and Maine. Take the scenic route along the Kancamagus Highway, and consider stopping at a campground along the way. If you're visiting in summer, hike, drive or take the Mount Washington Cog Railway to the summit of its namesake for spectacular views. In winter, shred powder on some of the best ski slopes in New England before curling up with a cup of hot cocoa at a bed-and-breakfast.

Walk any direction on Block Island and you'll end up at a free public beach. This oasis off the southern coast of Rhode Island features 17 miles of shoreline, as well as old-fashioned cottages and two historical lighthouses. Take in sweeping ocean views from Mohegan Bluffs, or look for animals at Block Island National Wildlife Refuge. If you want an adrenaline rush, try snorkeling in the island's crystal-clear waters, biking around its picturesque perimeter or hiking its Clayhead Trail. A quick ferry ride from the mainland will take you to Block Island, making it an easy weekend retreat.

The rolling mountains of the Berkshires attract everyone from artists to nature lovers to city dwellers looking for an escape. This region of western Massachusetts has long been a culture and history hub. Charming towns like Great Barrington and North Adams draw visitors with their quaint main streets and historic homes. The town of Lenox is home to the famous Tanglewood concert venue, while the town of Pittsfield boasts many theaters and art galleries. You'll find a variety of festivals to attend in summer, vivid foliage in fall and plenty of skiing in winter.

Situated in western Maine's Carrabassett Valley, Sugarloaf Mountain has a lot to offer travelers looking for an exciting weekend getaway in New England. In winter, enjoy a range of cold-weather activities – including cross-country skiing, snowboarding, snowshoeing, ice skating, tubing and more – at the mountain's namesake ski resort. In summer, take advantage of the warmer temperatures by mountain biking, zip lining or hiking sections of the famous Appalachian Trail.

About 20 miles northeast of Boston, this Massachusetts town is best known for the witch trials of the late 17th century, which you can learn all about on a historical walking tour. For an even bigger dose of local culture, visit in October when the town hosts Halloween-themed events all month long. You'd also be remiss to skip top sights like the Peabody Essex Museum and The House of the Seven Gables, the setting of Nathaniel Hawthorne's 1851 novel of the same name.

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20 Best Weekend Getaways in New England

From charming small towns to mountain escapes, these are the best places in New England for a weekend trip.

Anne Olivia Bauso is a travel writer and hotel expert based in New York City. She has written hundreds of hotel reviews, from 5-star Ritz-Carlton properties to treehouse eco-resorts in the jungle.

With prettier-than-a-picture countrysides, cliff-lined coasts under the watchful beams of centuries-old lighthouses, and countless small towns to stumble upon, New England is a region that merits a lifetime of getaways, weekend or otherwise. Whether you’re looking for a quick escape from the city or a romantic trip, here are 20 of the best weekend getaways in New England.

Block Island, Rhode Island

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With its towering bluffs, plains filled with native shrubs, and grand Victorian-style hotel , Block Island looks like it could really be in England. The cedar-shingled saltbox houses are what clue you back to the fact that we’re in New England, not some wind-swept corner of the U.K. Located 13 miles off the coast of Rhode Island, this quintessential seaside getaway is just as much about cruising down country lanes and walking through open heathland as it is visiting the beach.

Mad River Valley, Vermont

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Below the famous Sugarbush and Mad River Glen ski areas, the Mad River Valley is a particularly pretty nook of Vermont. And that’s on top of a surprisingly glam history (Sugarbush was once dubbed “Mascara Mountain” by Vogue due to all the fashionable model types frequenting its slopes). The skiing’s still good around these parts, but there’s also fun off-the-slopes stuff like mountain biking, farm stand shopping, and summer concerts.

Nantucket, Massachusetts

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Reverence for this 50-square-mile fleck off the coast of Massachusetts runs deep, especially when it comes to summer getaways. But forget the cars and chain restaurants that clog your typical beach scene. Instead, hop on a bike or island shuttle to visit historic lighthouses (the still-in-use Brant Point dates back to 1746!), grand homes built for whaling captains, and laid-back beaches. Refuel every few hours with a lobster roll or perfectly prepared bay scallops before spending the night at a waterfront resort like the White Elephant Nantucket .

Newport, Rhode Island

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Fans of HBO’s Gilded Age owe themselves a trip to Newport, the summer vacay spot of choice for the late-19th-century elite. Take a stroll down the Cliff Walk to see Newport’s lavish mansions on one side and the Atlantic Ocean crashing against rocks on the other. The 3.5-mile path works up an appetite, so you’ll be ready to feast like a Vanderbilt: do the (BYOB!) brunch at Cru Cafe or go big with lobster mac ‘n’ cheese at local landmark, Brick Alley Pub.

Sugar Hill, New Hampshire

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City folk looking for a slow pace and gorgeous scenic views find lots (and lots) to love in Sugar Hill. The sight of brilliant fall colors or fields blanketed in deep purple lupines — set against New Hampshire’s rugged White Mountains — is like a massage for your optic nerves. At Harman’s Cheese & Country Store, scoop up crackers and a hunk of aged cheddar to stash in your pack before hiking to Bridal Veil Falls (via the family-friendly Coppermine Trail) or summiting Mount Lafayette (Skookumchuck Trail is a toughie, but it’s well rated by hikers). 

Camden, Maine

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Often called one of the most beautiful small towns in the U.S. , Camden is a popular filming location for TV shows and Hollywood films. After enjoying a big bowl of haddock chowder on the harbor, peep the handsome Queen Anne-style houses in the historic district or make your way up to the top of Mount Battie, where the view inspired Maine native Edna St. Vincent Millay to write one of her finest poems. And remember, it’s not a trip to Maine without some quality antiquing: peruse the treasures inside Antiques at 10 Mechanic.

Martha’s Vineyard, Massachusetts

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Think of it this way: getting there is half the fun. Sure, the ferry to Martha’s Vineyard, sister island to Nantucket, can be a bit of a test for landlubbers, but once you disembark, you’ll find a treasure trove of seaside villages, luxurious hotels , bike paths, and A+ lobster rolls. First stop: Waterside Market, where yummy breakfast sandwiches are served all day (or opt for lobster salad on brioche straight out of the gate), then grab a cab or bike over to Oak Bluffs for beach time and frozen drinks at Nancy’s. Spend a day in pristine little Edgartown, with its indie shops (Edgartown Books is a real treat, as is the hidden cafe behind it), raw bars, Greek Revival mansions, and charming boutique hotels like Faraway Martha's Vineyard .

Lakes Region, New Hampshire

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Woods, rocky summits, and hundreds of lakes and ponds set the scene for this ridiculously pretty area surrounding Lake Winnipesaukee, New Hampshire's largest lake. Set in the White Mountain foothills, the region seduces leaf-peepers, walkers, boaters, cyclists, and off-roaders in search of abundant outdoor activities.

It’d be a shame not to get on the water in the warmer months, so hop aboard one of M/S Mount Washington ’s daily scenic cruises for a mimosa and postcard-worthy views of the surrounding mountains. Hikers have 28 miles of trails to explore at Castle in the Clouds and boundless views to enjoy at the top of Belknap Mountain, the highest peak in the area.

Woodstock, Vermont

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Dotted with old covered bridges, quaint cafes, and Victorian homes, Woodstock is the epitome of an idyllic New England town. At Billings Farm and Museum, say hi to the Jersey cows and draft horses, enjoy a maple sundae, and grab some smoked cheddar to go (it’ll make a tasty trail snack). Prue and Paul fans: Hop over to the neighboring town of Norwich to channel your inner Great British Baking Show contestant with a pie- and-tart-making class at King Arthur Baking Company.

Great Barrington, Massachusetts

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Part of the Berkshires, Great Barrington looks straight out of a Louisa May Alcott novel. Everywhere you look are storybook old buildings now housing bakeries, upscale grocers, and farm-to-fork restaurants. (During the holidays, the town looks like the real-life version of a snow globe.) See what’s going on at Mahaiwe Performing Arts Center, a 1905 theater hosting everything from classic flicks to big-name bands.

Bar Harbor, Maine

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Once upon a time (in the late 1800s), Bar Harbor was a summer oasis for the Vanderbilts, Rockefellers, Astors, and other VIP members of society looking to beat the heat. The appeal of this place takes no imagination; Bar Harbor is a quaint small town on Frenchman Bay and a gateway to Acadia National Park. Take a warm-up stroll along Bar Harbor’s shore path before diving into moody Acadia, where rocky shores and 150 miles of hiking trails await.

Portsmouth, New Hampshire

Drive about an hour north of Boston, and you’ll find the darling town of Portsmouth. Kick off a walking tour at Market Square, hit the Portsmouth Harbor Trail, and dedicate a couple of hours to Strawbery Banke Museum — an outdoor museum with historic structures and costumed actors bringing three centuries of history to life. Reward yourself with the oyster happy hour and a cold local Smuttynose at Row 34 before moving on to dinner at Black Trumpet, a bistro and wine bar.

North Adams, Massachusetts

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Art lovers have streamed into North Adams since 1999 when Mass MoCA opened in a previously abandoned 19th-century mill. Bed down at the art-filled Hotel Downstreet or The Porches Inn, a series of Victorian homes that once housed textile workers. The draws of this small Berkshires city don’t end with Sol Lewitt’s wall drawings and Michael Oatman’s installation art, on view at Mass MoCA. Outdoor options include seeing the continent’s only natural white marble arch at Natural Bridge State Park and hiking Mount Greylock, the highest mountain in Massachusetts. 

Westerly, Rhode Island

Westerly may not have quite the vacay clout as Newport or the Vineyard, yet the coastal town balloons in the summer with beachgoers looking to hit Narragansett Bay and Misquamicut State Beach. For a quintessential New England weekend getaway, spend at least an afternoon in the ocean-view neighborhood of Watch Hill, visiting its 1850s lighthouse and walking along the pristine beach at the Napatree Point Conservation Area.

Provincetown, Massachusetts

Journey to the farthest-flung tip of Cape Cod, and you’ll be rewarded with some of the area’s best stretches of sand, cool boutiques and art galleries, and an enchantingly funky and bohemian vibe. This LGBTQ-friendly town has something for every mood, whether it’s drag karaoke, dance parties, and pub crawls that strike your fancy or catching the sunset on Herring Cove Beach.

Jackson and North Conway, New Hampshire

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These sister towns in New Hampshire’s pretty Mount Washington Valley make a popular getaway, thanks to their waterfall hikes, scenic drives, small-town shopping scene (Schartner Farms has a drive-up, honor-system jam stand — how cute is that?), and big-box outlets. 

On the highway between the two towns is Sunrise Shack, an old-school drive-in restaurant that's now a roadside staple for truly enormous breakfasts. After a summer swim at Echo Lake State Park or a challenging hike on Mount Chocorua, indulge in the biggest cone you’ve ever seen at Trails End Ice Cream.

Mystic, Connecticut

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History lovers looking for a fun-filled weekend getaway in New England will likely love this former shipbuilding hub. The Mystic Seaport Museum is a fascinating jumping-off point, with its million-plus artifacts depicting the town’s nautical life — you can even test out your sea legs on vessels like the Charles W. Morgan, the last wooden whaling ship that remains in the world today.

Appreciate the Long Island Sound and Fisher’s Island views at Bluff Point State Park and feast on some of the best seafood around at Oyster Club. Our perfect meal? Smoky Rhode Island clam chowder, dashi-buttery roasted oysters, and the homemade bucatini.

Montpelier, Vermont

Nestled in the foothills of the Green Mountains, the country’s smallest state capital by population brims with opportunities for nature activities, from hiking up the 4,000-foot peak of Camel’s Hump to whitewater rafting on the Winooski River. Of course, no trip to this neck of the woods is complete without a taste of what it does best. At Morse Farm's and Bragg Farms' maple sugar houses, you can sample the Vermont specialty in the form of maple cookies, kettle corn, or “creemee” (Vermontese for soft serve).

Kennebunkport, Maine

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Like Mystic, Kennebunkport boomed as a shipbuilding hub during New England’s maritime heyday. The coastal town’s nautical vibe lives on, with glossy Italian-built yachts bobbing in the harbor and authentic schooners sailing toward the Atlantic. Kennebunkport swells in the summertime with New Englanders flocking to its beaches, but the town’s boutiques, cafes, and art galleries have year-round appeal (just remember your duck boots if you plan on braving the colder months).

Litchfield, Connecticut

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Litchfield is a small town that more than carries its weight on the history, charm, and scenic beauty fronts. This picture-book spot in rural western Connecticut (birthplace of Revolutionary leader Ethan Allen and abolitionist Harriet Beecher Stowe) has an oak-shaded town green and hundreds of historic buildings. The vast Topsmead State Forest is a favorite area for hiking and picnicking and was originally the summer estate (complete with a Cotswold-style cottage and formal gardens) of banking heiress Edith Morton Chase.

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The Flexible New England Road Trip Itinerary You Need in 2024 ❤️

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Are you planning the ultimate New England road trip? Let me help! After exploring New England for more than 20 years, I have put together this comprehensive guide to exploring this charming region. The best way to see New England is by car, and this 2-3 week itinerary offers a grand tour of New England, covering the best places to visit , especially for first-time visitors.

Spanning Connecticut, Massachusetts, Maine, Vermont, New Hampshire, and Rhode Island, this itinerary shows you the best of New England, from quaint coastal towns to lush mountain landscapes. The itinerary is also well-paced to allow you to spend time seeing the sites, enjoy local activities, and cross items off your New England bucket list . And, the itinerary is flexible and can be adapted to your needs, interests, and desired trip length.

Whether you’re in for the full journey or seeking shorter road trip variations (I’ve included those, too!), this guide caters to your wanderlust, ensuring a memorable and personalized exploration of New England’s beauty. Let’s go!

PS: Pop this New England playlist on—it’s perfect for a road trip!

Table of Contents

New England Road Trip FAQ

When’s the best time of year to road trip new england.

New England is gorgeous in all seasons, but for the easiest driving (and best New England road tripping experiences), summer and fall are ideal.

If you want the fall foliage experience, late September and early October are the key weeks to plan for. Of course, these times of years are also peak tourist season, so expect more traffic and higher hotel prices.

(PS: If you want to do a shorter road trip or a route that’s perfect for fall, check out my 7 day New England Fall Road Trip itinerary!

One of my favorite times of the year in New England is mid to late May. The weather is beautiful, and the region’s roads and attractions are generally less busy. The budding greenery is especially gorgeous and fresh, too.

Early September can also be lovely, just after kids have returned to school and summer has ended. Expect crisp temperatures and leaves just beginning to change colors.

A winter road trip may be doable, but remember, New England can be quite snowy, so you’ll want to have a reliable vehicle outfitted with snow tires, and you’ll need to stay aware of changing weather conditions and road closures.

How many days do you need for a road trip to New England?

You need 2-3 weeks for a comprehensive road trip around New England. This is the ideal amount of time needed to cover the major highlights of all six New England states.

If you don’t have that much time, you can still pack a lot into a shorter trip. A minimum of 7 to 10 days is ideal for a thorough yet relaxed New England road trip. For a 7-10 day trip, consider my Southern or Northern New England itineraries, or do shorter segments of the full 2-3 week itinerary.

Where should I start my road trip through New England?

I’ve started this New England travel itinerary in Boston, as it’s the biggest city in New England and home to a major airport, Boston Logan International. This airport is easy to fly into and rent a vehicle. Boston is also a great destination on its own, so my itinerary includes a couple days exploring the city.

Ps: Ready to rent a car for your New England drive? Click here to find the best rates on rental cars !

The Perfect New England Road Trip Itinerary

Days 1 & 2: boston, massachusetts.

You’ll start your New England excursion from Boston, Massachusetts: an absolutely fantastic city.

Boston is a well-known place that’s filled to the brim with history. From famous historical events like the Boston Tea Party to its reputation as a modern-day sports town, you’ll never be bored here.

Some great things to do in Boston :

• Visit the North End and dine on amazing Italian food . Don’t miss grabbing cannoli from Mike’s Pastry and Modern Pastry.
• Stroll around quaint Beacon Hill
• Tempt your taste buds with a Boston Food Tour
• Go shopping on classy Newbury Street
• Follow the Freedom Trail to learn Boston’s revolutionary history
• Join an expert-led walking tour for a more in-depth experience of the city
• Check out one of the many great Boston museums, including the Museum of Science which I especially love
• Join a Boston Duck Tour and ride in one of the famous amphibious vehicles

Hotel Suggestion in Boston: Fairmont Copley Plaza

Need more guidance for Boston? Check out my post on The Top Things to Do in Boston for first timers , and I’ve also got some recommendations on where to grab coffee, breakfast , a beer, or a bite to eat in Boston , too !

PS: Looking for a shorter road trip from Boston? Check out my New England trip itinerary focusing on the journey from Boston to Acadia National Park .

Days 3 & 4: Newport, Rhode Island

On Day 3, drive from Boston to Newport. This is a straightforward route, with about 2 hours of drive time. Glitz and glamour. That’s what you’ll find in Newport, Rhode Island. This town is perhaps best known for its iconic Gilded Age mansions . These opulent buildings were once the summer cottages of America’s rich and famous families.

Today, many of them have been converted into museums that you can wander through and admire some of New England’s opulence past.

Some of my favorite things to do in Newport:

• Visit a mansion or two. I recommend The Breakers if you only have time for one of Newport’s mansions
• Hop on this fun Gilded Age Mansions Tour, which takes you around via trolley
• Stroll along the scenic Cliff Walk
• Dine at the White Horse Tavern, America’s oldest operating restaurant

Hotel Suggestion in Newport: Hotel Viking

For further Newport ideas : Click here to read more about the top things to do in Newport, including beaches, restaurants, hotels , and vacation rentals too!

READ NEXT   15 Festive Things to Do for Christmas in Newport RI

Day 5: Mystic, Connecticut

Mystic, Connecticut is a wonderful little seaside town that feels like a must-do on a New England adventure. It is one of my favorite places in New England, and there is plenty to do here: history, culture, art, sailing. And, for seafood lovers, Mystic’s coastal location offers a variety of delicious seafood dining options

Like pretty much every other scenic New England town, there’s a cute little downtown area with great shopping, dining, and activities.

A few terrific things to do in Mystic:

• Explore Mystic Seaport , a historic shipyard and museum destination you could spend hours touring
• Watch the Mystic drawbridge (the Mystic River Bascule Bridge) go up, especially while enjoying some Mystic Drawbridge Ice Cream !
• See the adorable beluga whales at Mystic Aquarium
• Browse the epic shops in Olde Mystick Village including my personal favorite: Alice’s Haunted Little Bookshop

Hotel recommendation for Mystic: The Whaler’s Inn

Further reading on Mystic: Check out my tips for all the fun things to do , best restaurants to eat at , and the best places to stay in Mystic!

READ NEXT   25 Best Beach Towns in New England for Coastal Fun

Day 6: Litchfield Hills, Connecticut

As you roadtrip New England, your next destination is the enchanting Litchfield Hills . This is another easy drive day, as the distance from Mystic to the Litchfield region is a short 2 hours. And if you’re traveling in the fall, the Connecticut fall foliage along this route creates a magical backdrop. To me, this area in the northwest corner of the state is a hidden gem .

Here you’ll find all the classic New England pastimes you know and love. In particular, there is an abundance of outdoor activities (hiking, paddling, fishing) as well as exceptional antique shops.

The Litchfield Hills make up a large portion of this region, and include towns such as Torrington, Woodbury, Kent, Cornwall, and Washington (very English sounding names, aren’t they?)

A few excellent things to do in the Litchfield Hills:

• Live out your Gilmore Girls Dreams. This region is well known for being the inspiration for the iconic tv show that perfectly encapsulates New England small town charm .
• Grab ice cream from Arethusa Farm
• Go covered bridge chasing – Bulls Bridge in Kent has a worthwhile nearby hiking trail
• Hike to Campbell Falls, a beautiful waterfall (this trail technically takes you over the border into Massachusetts, too, so it’s a 2-for-1!)

Recommended hotel in the Litchfield Hills: The Mayflower Inn & Spa : legend has it that it was the inspiration for Lorelei Gilmore’s inn, the Dragonfly.

READ NEXT   18 Wonderful Weekend Getaways from Boston

Day 7: Lenox, Massachusetts

Continue on your New England road trip into the Berkshires of Massachusetts . Here you will encounter art, nature, and culture combined. This region has been very popular among vacationers for many years.  And the town of Lenox is the center of it all.

Best things to do in Lenox:

• Enjoy a concert at the famous Tanglewood (these are a staple in summer, and you can hear everything from leading symphonies to folk singers like James Taylor
• Take in a performance at Shakespeare & Company. This theatre produces excellent shows; I’ve been twice!
• Take a hike on one of the area’s many scenic trails
• Step back in time at the Ventfort Hall Mansion and Gilded Age Museum, a 1890s home that’s open for tours.
• If you are interested in literature, you may also wish to stop by the Mount, Edith Wharton’s turn-of-the-century estate.

Where to stay in Lenox:

More resources for your trip to Lenox and the Berkshires: 🍁 Best Restaurants in Lenox 🍁 10 Charming Cabins in the Berkshires 🍁 Best Hikes in the Berkshires

Day 8: Manchester, Vermont

Finally, you’ve made it into the spectacular state of Vermont (my personal favorite, if you couldn’t tell). It’s a fairly easy drive from the Berkshires in Massachusetts up to Manchester in the southwestern corner of Vermont, only a couple of hours. And this is another route that is especially glorious if you opt to do a New England fall road trip .

Manchester is one of the most beautiful places in Vermont, marrying quaint village charm with touches of modern luxury. It’s no surprise that it’s very popular among travelers.

Some of my favorite things to do in Manchester:

• Tour Hildene , the beautiful Lincoln family home (Yes, some of Abraham Lincoln’s children lived here!)
• Drive to the top of Mt. Equinox on Skyline Drive (or consider hiking the trail up to the summit)
• In the fall, pick pumpkins from the patch at Equinox Valley Nursery (and don’t miss the cider donuts!)
• Shop til you drop at Manchester’s many outlet stores
• Dine at the stately Ye Olde Tavern
• Pop into Northshire Bookstore , one of the leading independent bookstores in New England

Hotel Recommendation for Manchester: Kimpton Taconic Hotel

More resources on Manchester: Read my entire Manchester VT travel guide for more of the top Manchester activities, as well as these articles on the best restaurants , breakfast spots , and hotels in Manchester .

READ NEXT   25 Best Hikes in New England: New England Hiking Options for Everyone

PS: If you’re very interested in exploring Vermont, a trip through Manchester, Burlington, and Stowe make the ideal Vermont road trip itinerary .

Day 9: Burlington, Vermont

Just around 2 hours north of Manchester (taking the beautiful and scenic Route 7) you’ll find yourself in Burlington: Vermont’s biggest city. It’s also often mislabeled as Vermont’s capital, but that honor goes to Montpelier. Still, you’re likely to run into Bernie Sanders in either town!

Burlington is where my husband and I lived for several years. It’s a fantastic town that is hip, artsy, and full of good, local food . Seriously, in Vermont, you need to eat. There’s so much delicious cheese, coffee, beer, maple syrup, and much, much more.

To get you started on your culinary adventures, check out this post on my favorite Burlington breweries and bars , and this one on my beloved coffee shops. Oh, and don’t forget to enjoy brunch in BTV . We do breakfast here right.

The gem of Burlington is Lake Champlain, the sprawling, sparkling lake that the city overlooks. Here is the chance to go sailing, stand-up paddleboarding, or take a ferry across to New York state.

If you’d prefer to stay on dry land, visit one of the many beautiful parks and natural areas. Burlington is amazing for outdoor activities. If you want to get moving, the Burlington Bike Path stretches for miles, hugging the lake’s edge. This is ideal for running or cycling. You can even rent bikes right on the bike path.

More epic things to do in Burlington VT:

• Sail on Lake Champlain on the Spirit of Ethan Allen cruise
• Walk down Church Street for shopping, eats, people-watching, and more
• Hike Mt. Philo, a nearby easy hike with the payoff of a fantastic view

Hotel recommendation in Burlington: Hotel Vermont

Even more resources for your Burlington trip:  🍁 21 Hikes Near Burlington VT to Add to Your Bucket List  🍁 10 Can’t-Miss Free Things to do in Burlington VT  🍁 9 Incredible Day Trips from Burlington VT 🍁 Where to Stay in Burlington VT in 2023: Best Burlington Hotels

PS: Considering visiting Burlington in 2024? It’s one of the cities that the total solar eclipse will pass fully over on April 8, 2024, so start planning ASAP!

Days 10 & 11: Stowe, Vermont

From Burlington, head south on I89 to Exit 10. From there, you’ll take the scenic Route 100 past Waterbury and out to Stowe. When people think of the classic Vermont places, they’re likely thinking of Stowe.

It’s absolutely gorgeous: a charming town surrounded by mountains. The short Main Street and its side streets boast a white-steepled church, an old-timey general store, and a ski museum.

Simply put, Stowe is adorable. I have been to Stowe countless times and I highly recommend it as one of the premier New England road trip destinations!

Wonderful things to do in Stowe:

• Traverse the trails and property at the Trapp Family Lodge , and grab a beer afterwards at their European-style brewery and Bierhall
• Shop the adorable shops on Main Street
• Visit a haunted covered bridge if you dare (Emily’s Bridge)
• Spend a day skiing on one of the area’s fantastic ski mountains
• One of my number one tips: on your way to Stowe, stop by Cold Hollow Cider Mill for all things apple (a must-visit in the fall) and the Ben & Jerry’s Ice Cream Factory tour .

Where to stay in Stowe: Field Guide Lodge , Topnotch Resort , or the Trapp Family Lodge

More on Stowe: I have an entire post dedicated to Things to Do in Stowe, Vermont, the best restaurants , the best breakfast , the best hikes , the best hotels , everything!

READ NEXT   15 Gorgeous VRBO & Airbnb Stowe VT Vacation Rentals (2023)

READ NEXT   Stowe Vermont in Summer: 11 Fun Things to do for All Ages

Days 12 & 13: The White Mountains, New Hampshire

No adventure in New England could be complete without some mountain time. And this is especially true if you’re planning a New England fall road trip .

New Hampshire’s White Mountains are impressive and exciting. They’re the tallest in New England (with Mount Washington tallest of all) and offer spectacular hiking and more. There are several places you could base yourself during this portion of the road trip, but I recommend North Conway, Lincoln, or North Woodstock, as they each offer lots of amenities and accommodations, and are a reasonable distance from the most popular attractions in the region.

Unmissable things to do in the White Mountains:

• Take in some of the coolest natural wonders of the White Mountains , such as the Basin, a granite “pothole” that is found at the base of a waterfall in Franconia Notch State Park
• Go hiking! This is the #1 item on any New Hampshire bucket list . And here is a guide to some of the best hikes in New Hampshire .
• Meander through Flume Gorge. This is a natural ravine that formed over many years and now a hiking trail with a boardwalk passes through it. This is a wonderful hike with some amazing scenery. Another spot that is extra special with the fall foliage
• Clark’s Trading Post in Lincoln, an old-fashioned New Hampshire classic
• A scenic drive along The Kancamangus Highway. This epic stretch of road runs 26 miles between Lincoln and Conway and is one of New Hampshire’s most scenic roads . There are many great spots to stop and explore further and this is undoubtedly one of the best places to see New England fall foliage.
• Shop in North Conway, and don’t miss Zeb’s General Store for a taste of pure nostalgia.
• Tube or paddle in the Saco River. On a friend’s recent bachelorette party trip, we used Saco River Tubing and had an absolute blast!
• Near Bartlett you can stop by Diana’s Baths, a beautiful area of cascading waterfalls and gentle pools. On a hot summer’s day, it’s the perfect place to cool off.

Where to Stay in the White Mountains: Lumen Nature Retreat

More White Mountains travel guides:  🍁  Best Things to Do in North Conway, NH  🍁  Best Things to Do in Lincoln, NH  🍁  Best Things to Do in Franconia, NH  🍁  15 Amazing Cabins in the White Mountains, NH

READ NEXT   Your Guide to Mt Washington NH: The Highest Peak in the Northeast!

Days 14 & 15: Portland, Maine

Finally, the last state on the great New England road trip. This is Maine, “the way life should be.”

Maine is massive so there’s no way to do the state justice in this itinerary; I’m essentially covering a few of the must-see areas. You could spend weeks on a road trip of Maine alone. (See also these  8 autumn scenic drives in Maine delivering up insane fall colors).

If you do wish to explore the rest of Maine (and you absolutely should) I recommend taking a look at my epic list of 50+ Fun Things to Do in Maine , as well as this guide to the top places to visit in Maine . But let’s continue with our amazing road trip!

Stop for a bit in Portland, a modern portside town that may surprise you. There’s a hip city right on the water in Portland, Maine, and this is a hot spot for restaurants, coffee shops, breweries, bakeries , and entertainment .

Fun things to do in Portland:

• Visit a brewery. Beer lovers will be happy to know that Portland has 18 breweries all its own .
• Check out one of several lighthouses in the area . There are 5 less than 20 minutes’ drive from Portland, including the iconic Portland Head Light.
• Grab some of that famous Maine lobster.
• Stuff your face with Maine potato donuts from local staple The Holy Donut
• Walk the pretty Old Port and patronize the eclectic shops and restaurants
• Don’t miss dining at Hot Suppa , a West End restaurant where I enjoyed the best breakfast of my life (and a spectacular maple latte)
• Traveling with kids? The Children’s Museum of Maine on Thompson’s Point is a total blast!

Portland hotel recommendation : Hotel Francis in the West End

Further resources for discovering Portland:  🍁 The Best Things to Do in Portland, Maine  🍁 Weekend in Portland Itinerary  🍁 7 Spots for the Best Breakfast in Portland Maine  🍁 14 Exceptional Airbnb Portland Maine Rentals 🍁 12 Best Hotels in Portland Maine

Days 16 & 17: Acadia National Park and Bar Harbor, Maine

Now we travel north to Bar Harbor. Admittedly, it looks like a far drive on the map. In reality, from Portland to Bar Harbor is just over a 3-hour drive. And trust me, visiting Mt. Desert Island is SO worth it.

Bar Harbor is the seaside town that will be your base for exploring Acadia National Park . You will be in awe over this beautiful part of Maine. Here is where rocky cliffs tumble into the sea, with iconic lighthouses at the top.

There’s abundant wildlife on land and in the sea, and countless opportunities for terrific hiking.

But the region is not just about the outdoors. Bar Harbor has lovely shops, restaurants, and extremely cozy inns . Truly, the region is ideal for travelers of all kinds. You’ll also find great camping, cabins , and vacation rentals in and near Acadia, too.

My top recommendations in Acadia National Park and Bar Harbor:

• Tackle the exhilarating Beehive Hike, that involves a bit of climbing and rewards you with unparalleled views
• Order popovers at the Jordan Pond House (delicious!)
• Take a whale watch or other wildlife tour from Bar Harbor
• Drive up Cadillac Mountain before dawn to catch the sunrise from the first place light touches in the Continental US
• Marvel at the natural wonder of Thunder Hole
• Bike the Carriage Roads in Acadia National Park

Bar Harbor hotel recommendation: The Bar Harbor Inn

More on Acadia: Check out my 3 Day Bar Harbor and Acadia National Park Itinerary for an awesome trip!

Read Next :  10 Coastal Towns in Maine That are Hidden Gems

Day 18: Portsmouth, New Hampshire

Your New England driving tour itinerary is nearing its end, but you’ve got a few more stops to make—-stops you won’t want to miss.

Portsmouth is first. We’re back in New Hampshire now! Between Maine and Massachusetts, New Hampshire is home to a very small strip of coastline. The hub of the Seacoast is Portsmouth, a small yet lively city with a great deal of history. You can see colonial architecture all over this beautiful city.

Taking a New England winter road trip? Portsmouth should definitely be on your list, as they do a month of celebrations and events with Vintage Christmas, one of the most magical New England Christmas celebrations !

Best things to do in Portsmouth:

• Strawbery Banke Museum: an outdoor living history museum.
• Dine at one of the many awesome restaurants: Portsmouth has become a major foodie destination in recent years
• Go shopping at the numerous boutiques around town. Some standouts: Gus & Ruby Letterpress , Pickwick’s Mercantile , and G. Williker’s Toy Shop
• Be surrounded by books and grab a tasty beverage at Book & Bar
• Wander the lovely Prescott Park
• Attend some award-winning theatre at Seacoast Repertory Theatre

Hotel suggestion in Portsmouth: The Hotel Portsmouth

Further Portsmouth NH travel resources for your trip : 🍁 The Best Things to Do in Portsmouth, NH 🍁 Top 10 Bars in Portsmouth NH

READ NEXT   18 Magical New England Christmas Towns that are Straight Out of a Hallmark Movie (Updated 2023)

Day 19: Salem, Massachusetts

Your final stop is the historically infamous Salem, Massachusetts. And though you’ll definitely want to spend time exploring its history with the Salem Witch Trials, there’s plenty to do in the area that isn’t witchy, too.

You can hit the highlights of Salem in one day, or extend for another 2-3.

If possible, you don’t necessarily want to plan your trip to Salem to coincide with Halloween. Although the town has a distinct, fun vibe this time of year, October is also its busiest and most crowded month.

No matter when you go, however, there are definitely some things not to be missed:

• Go to The Witch House, an atmospheric home you’ve definitely seen on Instagram, and a building that is one of the only Salem locations with direct ties to the witch trials. (One of the judges lived here).
• Get witchy in the magickal shops. Whether you want something more fun and touristy, or you’re after the real deal, Salem has a wide range of shops selling all kinds of goods.
• Tour the House of the Seven Gables
• Walk the neighborhoods around Federal Street and admire the stately historic homes
• Find the Hocus Pocus film locations! (Use my guide to take a DIY Hocus Pocus tour )
• Get spooked on a nighttime ghost tour ( top recommendations here !)
• Grab a photo with Samantha at the Bewitched Statue

Hotel recommendation for Salem : The Hawthorne Hotel or Hotel Salem (they have a great rooftop bar)

More on Salem: Check out its great restaurants , scope out some of its haunted history , and maybe even stay overnight in one of Salem’s classic New England inns or Airbnbs ! Nearby towns of Rockport, Gloucester , and Marblehead are worth visiting too if you’d like to explore more of this area of coastal New England.

READ NEXT   12 Fun and FREE Things to Do in Salem MA

Day 20 / End: – Boston, Massachusetts

You did it! You’ve completed an epic New England road trip! Congratulations! You’ve seen some of the prettiest places in the country, and you did it all by car!

Days 21+: Optional Add-Ons: Cape Cod/Nantucket/Martha’s Vineyard

You may be wondering why I didn’t include some of New England’s coastal gems on this New England road trip itinerary? I did this because destinations such as Cape Cod , Nantucket, and Martha’s Vineyard are harder to get to and don’t fit in well with the traditional road trip format. After all, Nantucket and Martha’s Vineyard are islands, so they are not an easy destination to access without in-depth planning.

Not only are they more complicated to travel to, these Massachusetts coastal destinations are terrific and truly worthy of their own vacations . I highly recommend devoting a trip specifically to exploring New England’s amazing coast.

If you wish to add to your road trip, by all means, hop in the car and continue the drive to Cape Cod. From there you can easily take a day trip to Martha’s Vineyard or Nantucket. And I hope these resources will help you as you plan:

More travel ideas here:

• 25 Things to Do on Cape Cod (Besides the Beach!)
• 13 Best Hotels on Cape Cod: Where to Stay on the Cape
• 10 Best Hotels on Nantucket: Where to Stay for a Nantucket Getaway
• 25+ Fun Things to Do in Martha’s Vineyard

The Ultimate New England Road Trip Map (2-3 weeks)

The map below includes all of the destinations I’ve outlined above.

In need of some extra New England road trip ideas? If you’re limited on time, check out my Northern and Southern New England road trip itineraries. These are ideal for 5 day, 7 day, or 10 day New England road trips. Your own personal planning maps are below!

Northern New England Road Trip 7-10 Day Itinerary

• Woodstock, VT
• Waitsfield, VT
• Lincoln, NH
• Portland, ME

Here’s a great New England road trip route if you just don’t have time to go everywhere, but you want to see the highlights of northern New England. In any trip you’ll have to make some choices about what to see and what to miss, sadly, but with this road trip itinerary, you’ll definitely have a broad experience of Northern New England.

This one week New England itinerary contains many of the same stops you’ll find on the ultimate version (that covers all six states). But this one also has the addition of Woodstock, Vermont, which is a classic New England spot, really a ‘Currier and Ives town.’

Southern New England Road Trip 7-10 Day Itinerary

• Provincetown, MA
• Newport, RI
• Providence, RI
• Stonington, CT
• Litchfield Hills, CT
• Gloucester, MA

The Southern New England road trip route is ideal for those who really seek a coastal trip, or who aren’t quite as interested in exploring the mountains. This trip adds a whole bunch of extra stops so you can really dive into coastal New England.

It gives you a feel for the more outdoorsy areas of these southern New England states, too, as the itinerary brings you through the Berkshires, and through charming parts of Connecticut. Definitely an option for a lovely New England summer road trip itinerary.

Shorter Scenic Drives in New England

Are you just looking for a short scenic route that allows you to see dramatic coastal cliffs, mountainscapes, scenic countryside, and more of New England’s charm?

Whether you’re looking for fall scenic drives in New England, beautiful routes along the coast, or just a short yet pretty New England drive, you might just find what you’re looking for on this list of short, scenic drives in New England.

Scenic Drives in New Hampshire

The Coastal Byway (Route 1A)

Location: Portsmouth to Seabrook 

Distance: 18.5 miles 

Where to Stop:  

• Hampton Beach
• Surf Portsmouth , Portsmouth 
• Strawbery Banke Museum , Portsmouth

Robert Frost Scenic Byway

Location: Southern New Hampshire

Distance: 43 miles (The Old Stagecoach Byway and the Robert Frost Byway combined) 

Where to Stop: 

• Robert Frost Farm State Park , Derry 
• Civil War Memorial, Chester
• Matthew Thornton House, Derry 
• Town Beach, Hampstead

New Hampshire Route 112 (Kancamagus Highway)

Location: Conway to Bath

Distance: 56.39 miles 

• Sabbaday Falls 
• Albany Covered Bridge 
• Swift River Lower Falls  
• Russell-Colbath House 
• Sugar Hill Scenic Overlook

The Lake Winnipesaukee Loop

Location: The Lakes Region 

Distance: 97 miles

• George’s Diner , Meredith 
• Mt. Major Trail, Alton 
• Dewey’s Ice Cream Parlor and Cafe , Center Harbor 
• Cotton Valley Rail Trail , Wolfeboro 
• Abenakee Tower , Tuftonboro

Scenic Drives in Maine

• Moosehead Lake

Location: Kennebec and Moose River Valley

Distance: 59 miles

Where to Stop:

• Lily Bay State Park
• B52 Crash Site
• Mount Kineo
• Stress Free Moose Pub & Cafe

U.S. Coastal Route 1 

Location: Kennebunkport to Bar Harbor

Distance: 200 miles

• Goose Rocks Beach , Kennebunkport
• Portland Head Light , Cape Elizabeth
• Old Orchard Beach Boardwalk, Old Orchard Beach
• The Holy Donut, Portland
• Farnsworth Art Museum, Rockland
• Jordan’s Restaurant , Bar Harbor

Acadia All American Road from Trenton to Acadia

Location: Trenton to Bar Harbor

Distance: 40 miles

• Thunder Hole
• Bar Harbor Inn & Spa

Scenic Drives in Vermont

Location: Wilmington to Jay 

Distance: 184 miles

• Molly Stark State Park, Wilmington
• Dot’s Restaurant , Wilmington
• The Vermont Country Store ,  Weston
• Green Mountain Sugar House ,  Ludlow
• Moss Glen Falls, Granville
• Ben & Jerry’s Factory , Waterbury
• Cold Hollow Cider Mill ,  Waterbury Center
• Trapp Family Lodge ,  Stowe

Route 9 – The Molly Stark Byway

Location: Brattleboro to Bennington 

Distance: 40.1 miles

• Vermont Country Deli , Brattleboro
• Creamery Bridge, Brattleboro
• Southern Vermont Natural History Museum, West Marlboro
• Hogback Mountain Scenic Lookout, Wilmington
• Bennington Battle Monument, Bennington
• The Apple Barn and Country Bakeshop – Bennington

Location: Bennington to Burlington 

Distance: 122 miles

• The Bennington Battle Monument, Bennington
• The Robert Frost Stone House Museum , Shaftsbury
• Cider donuts at the Equinox Valley Nursery , Manchester
• Downtown Murals, Rutland
• Woodchuck Cider , Middlebury
• The Burlington Waterfront – Burlington
• Church Street/Downtown – Burlington

Rhode Island Scenic Drives

Ocean drive.

Location: Fort Adams Park to Bellevue Ave

Distance: 10 Miles

• Castle Hill Lighthouse
• Brenton Point State Park
• Fort Adams Park
• The Breakers
• Marble House
• Rough Point
• The Red Parrot Restaurant

Scenic Drives in Connecticut

Connecticut state route 169.

Location: Norwich to Woodstock

Distance: 36 miles

• Lisbon Meadows Park, Lisbon
• Prudence Crandall Museum , Waterbury
• New England Center of Contemporary Art, Brooklyn
• Roseland Cottage , Woodstock

Connecticut Shoreline Drive

Location: New Haven to Stonington Borough

Distance: about 80 miles (depending on which routes you take!)

• Eat in Little Italy, New Haven
• Hammonasset Beach State Park, Madison
• Harvey’s Beach, Old Saybrook
• Rocky Neck State Park, East Lyme
• Mystic Aquarium, Mystic

Scenic Drives in Massachusetts

The berkshires.

Location: Stockbridge to Williamstown

Distance: 35 miles

• Norman Rockwell Museum , Stockbridge
• Berkshire Botanical Garden,  Stockbridge
• The Mount, Edith Wharton House , Lenox
• Berkshire Museum, Pittsfield
• Hancock Shaker Village, Hancock
• Mount Greylock , North Adams
• Massachusetts Museum of Contemporary Art , North Adams
• Williams College – Williamstown

Essex Coastal Scenic Byway

Location: Gloucester to Newburyport 

Distance: 24 miles

• Hammond Castle Museum, Gloucester
• Crane Wildlife Refuge, Essex
• Eat at the Clam Box , Ipswich MA
• Plum Island Beach, Newburyport
• Maudslay State Park, Newburyport

Wrapping Up this Northeast Road Trip

I hope this New England travel guide has given you all the information you need to help you plan a trip to the region’s most exciting and gorgeous places. With multi-day options to choose from and choices that are great for every season, I have aimed to cover all of the top places to road trip throughout these six amazing states.

Even more resources for your New England adventures: 🍁 25 Fantastic New England Day Trips 🍁 Hidden Gems in New England: 15 Secret Places to Visit 🍁 Best Fall Foliage New England Tours Worth Your Money

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Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

47 Fabulous Day Trips in New England

Whatever season you are visiting, New England has many spots perfect for day trips. We have green forested mountains, rocky coastlines, colonial history, and extraordinary seafood. If you plan a New England road trip, this New England day trip guide can help you plan where you should visit. I am blessed that many of these spots are close to my home base of Rhode Island. Boston is an even more ideal base. Please enjoy this local’s guide to the best day trips in New England.

• Spend the day walking through the paths of Sachuest Point National Wildlife Refuge in Middletown, Rhode Island, with abundant wildlife and overlooks to the ocean. After exploring, head down to Flo’s Clam Shack for a true New England lunch.
• Visit another of Rhode Island’s prettiest spots, Napa Tree Point in Westerly. Across the bay, you can also visit the Watch Hill Lighthouse. Although you can’t go into the lighthouse, a small museum is open in the summer. Enjoy lunch or the sunset from the ritzy Ocean House Hotel deck.
• Take a quick ferry ride over to Block Island , Rhode Island, where you can enjoy the beaches, see its two lighthouses and the famous Mohegan Bluffs, and listen to live bands at Ballards Beach Club.
•  If you want to explore a more upscale island, visit Nantucket Island in Massachusetts.
• Take a ferry from Boston or drive down Cape Cod to reach the outer Cape and Provincetown, Massachusetts, a colorful town with gorgeous sand dunes. Read my Outer Cape Guide.
• Take a bike ride on Cape Cod. Check out my list of the best bike trails on the Cape.
• Martha’s Vineyard , Massachusetts, is my favorite of the New England islands. It is full of cute towns, historic gingerbread houses, ponds, beaches, and Kennedy history. You can catch a ferry from multiple spots in Massachusetts and Rhode Island.
• Head up to the White Mountains in New Hampshire for a fall drive, waterfall hikes, ski resorts, or to take the kids to an amusement park.
• Explore the Cliff Walk and enormous early 1900s mansions in Newport, Rhode Island. Another day trip idea near Newport is to catch a polo game at the Newport International Polo Fields, then have dinner at Newport Vineyards.
• Spend the day visiting a vineyard which often have beautiful restaurants. Southern Connecticut has a wine trail , and Maine has interesting fruit wines. Wineries can be found throughout the region.
• Take a ride to Jamestown, Rhode Island. This island in the middle of Narragansett Bay has a historic grinding windmill to tour and excellent cider donuts at Windmist Farm. After those activities, take a ferry over to Rose Island and Newport.
• For another day trip in Jamestown, have lunch on Main Street and then visit Beavertail State Park. This park has a lighthouse to tour, a lawn perfect for kite flying, hiking trails, and some of Rhode Island’s most panoramic sunset views.
• If you are looking for something to do in the fall, be sure to visit a pick-your-own apple orchard. Most of them also have some other activities, such as stores or rides, and many sell fresh apple cider donuts.
• Even better, you can see apple cider being made at a cider mill, such as BF Clyde’s in Mystic. The place is like a carnival with live music and food in the fall. Right up the road is a historic cemetery surrounded by stone walls, a very common New England site.
• Speaking of New England carnivals, the largest one occurs in the fall in Springfield, Massachusetts- the Big E . Aside from the normal carnival activities and food, the Eastern States Exposition has copies of all five New England state houses filled with local food and goods.
• If you aren’t in Springfield when the Big E is open, there is still plenty to fill a day in the area. Visit the Yankee Candle Factory, the Basketball Hall of Fame, or the Springfield Museums.
• Maine is famous for its blueberries, but you can also go blueberry picking in any New England state.
• It is easy to fill a day in Mystic, Connecticut. It has the Mystic Aquarium, a historic seaport museum, a cute Main Street, and a working drawbridge.
• Essex, Connecticut , sits on the banks of the Connecticut River. It is worth taking the ferry across the river, having lunch among the colonial houses on Main Street, and seeing Gillette Castle and the opera house. Nearby is The Florence Griswold Museum, the spot of the beginning of American Impressionism.
• Visit New Haven, Connecticut, to try some of New England’s most famous pizza and see the campus of Yale University.
• Wethersfield, Connecticut, is the oldest town in the state. It has a pleasant, walkable old town and many historical museums.
• Visit a sugar shack. Vermont is known for its maple syrup, but any New England state has sugar shacks open in winter to see the syrup-making process.
• Hunt waterfalls along the Kancamagus Highway, New Hampshire. This highway has some of the best foliage in the fall.
• Woodstock, Vermont , has been named the quintessential New England town with its darling downtown, historic inn, and multiple covered bridges.
• Hike Mount Washington, New Hampshire, the highest peak in New England. If you are not up to the challenge, you can drive up or take the train. There are also many other worthwhile shorter mountains to climb, such as Mount Major, Mount Monadnock, and Mount Tumbledown .
• Visit a lavender or sunflower farm. Summer provides ample opportunities to tour flower fields. Check out my New England flower field guide.
• During summer, lupines bloom in New Hampshire and Maine. Plan a drive to see them.
• The highlight of Shelburne, Massachusetts, is the Bridge of Flowers, but there are also many other things to do, such as hiking.
• The Mohawk Trail is a mountainous road through the Berkshires of Massachusetts. While there, stop to hike or explore small towns and farms.
• Salem, Massachusetts, is the home of the Salem Witch Trails and the stomping grounds of Nathaniel Hawthorne.
• Boston, Massachusetts, was at the center of the new United States of America. 16 significant historical sites can be visited by following the Freedom Trail.
• Plymouth, Massachusett, is the site of the first permanent Pilgrim settlement in the United States. You can visit the historical village museum, or even celebrate a Thanksgiving dinner there now.
• Old Sturbridge Village is a recreation of an 1830 colonial village in Massachusetts.
• Rockport, Massachusetts, is famous for its beaches and inspiring seaside views.
• Visit an aquarium- Either the Mystic Aquarium or the New England Aquarium in Boston.
• New Bedford, Massachusetts , is an old whale town with a strong Portuguese presence. It has a whaling museum and the church that inspired Moby Dick.
• Visit a cranberry bog. You can even tour one and wade in it. Read about my experience.
• Go back in time to Concord, Massachusetts, with the transcendentalists at Walden Pond, or check out American Revolution battle sites.
• Take a whale watch. They are available all around the coastline.
• Get out onto the water in New Hampshire’s Lake District. One of my favorite stops is Meredith on Lake Winnipesaukee.
• Take a road trip through the Green Mountains of Vermont, stopping at waterfalls, art galleries, and at the Ben and Jerry Factory.
• Burlington, Vermont, sits on the banks of Lake Champlain and has a vibrant art and history scene.
• Take a canoe trip or a float down a river.
• Portland, Maine, lies on the coast of southern Maine. It has excellent food, hiking, and shopping. Read my article about 47 fabulous things to do in Portland.
• Take the half-hour ferry ride from Portland to Peaks Island, Maine, where you can spend the day bike riding around the island.
• Drive up the Maine coast, which is filled with lovely waterfront towns like Ogunquit and Old Orchard Beach.
• The northeast’s oldest national park is Acadia National Park . Ideally, you would have more time to explore this wooded park along the cliffs of Maine’s coast, but at least get yourself here for a day.

Are you planning a trip to New England? Do you have any New England road trips that you love that I missed? Please let me know in the comments.

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8 thoughts on “47 Fabulous Day Trips in New England”

Gosh so many things to do. I spent a working week in Boston/Harvard many years ago, but we didn’t have much time to venture out, the only trip we did was to Saleem. I think that I need a return trip to visit Martha’s vineyard, do some whale watching, and walk on some of those trails.

I can see I need to plan a very long visit to New England. Or plan many trips to enjoy this great list of day trips in New England. I love the variety in the activities you have highlighted. And that there are things for all seasons. We definitely need to pick a few things and plan a first visit.

I’m headed to New England on a mini-roadtrip in a month, so I loved reading this list. I’m planning to drive the Kancamagus Highway based on your recommendation from another post. What are your favorite stops along it? Thanks!

Definitely take a few waterfall hikes. Search for my New Hampshire hikes post. The views will be stunning from the lookouts!

There are so many great options for day trips in New England, and it’s awesome that you don’t have to drive for hours and hours just to cross one state border! I would really like to visit Block Island. I think it is exactly what I would love as a traveler – natural beauty, small town vibes, and unique landmarks to visit such as the lighthouses.

Hillstead in Farmington Connecticut is a really special place. A beautiful old home filled with the most wonderful impressionist paintings. The grounds are spectacular as well.

What a great list of day trips! I would love to visit Acadia National Park with my family.

It’s gonna take quite some time to complete this list of incredible destinations. Some of these destinations I have gone to. Now I have been provided with other great destinations to try! Warm Summer Regards!

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Inspiring You to Explore More!

Get inspired with our great New England travel insights. Yes - Inspire Me!

• Ultimate New England Travel Guide

Tucked away in the northeast corner of the United States is a cluster of 6 small states known as New England . This region, which includes Massachusetts , New Hampshire , Vermont , Maine , Rhode Island and Connecticut , is one of the most historic and culturally rich areas of the country. 

New England has some amazing destinations and while each state has its own distinct charm, all offer a bounty of natural beauty, stunning fall foliage and an array of fun and exciting activities.  

About This Guide…

What is new england best known for, what are the best things to do in new england, when is the best time to go to new england.

• What is New England’s Weather Like?
• How Big is New England?
• Facts about New England's Geography

To learn more about each state and the best places to visit, check out Which New England State is Best to Visit?

New England is a special place to visit and people all over the world come to see what our little region has to offer all year long.

What makes New England such a popular destination? There are so many reasons to love New England! Here are just a few of the reasons why you would want to come visit.

Its Rich History

As the oldest region of the United States, New England is steeped in history.

From the arrival of the Pilgrims at Plymouth Rock in 1620, to the infamous Salem Witch trials of the 17th century, along with the pivotal role it played in the American Revolution , New England has an amazing story to tell.

Each state has their own personality and incredible history which makes them what they are today. When you come to New England, you will surely get your history lesson while you are here.

Charming Towns

From its urban cities to the picturesque towns and lively seaports , New England is a delight for all.

Explore cities like Boston , Providence or Portland for a bit of city excitement, wander around seaside towns with cute boutiques , cafes and art galleries or step back in time as you travel the many back-roads, past white steeple churches , over covered bridges and along miles of farmland . 

Fresh Seafood

With the Atlantic Ocean bordering the majority of the region, seafood is a prime attraction for visitors of New England.

Enjoy some incredible lobster , perfectly fried clams or some famous creamy clam chowder . There are so many options for tasting the freshest seafood at every turn, from tiny seafood shacks, to oceanfront restaurants and fine dining establishments.

Stunning Autumn Foliage

Each year, towards the end of September through early-October, the leaves on the trees transform into a kaleidoscope of bright yellows, oranges and reds in each and every New England state.

It is absolutely stunning to see this transformation of the landscape and it’s the highlight of the autumn season, along with the crisp air and fall flavors of pumpkin spice and apple crisp. Fall in New England is an absolute wonder.

Beautiful Beaches 

With over 500 miles of coastline, New England has plenty of options for enjoying the sun, sand and surf. Beaches vary in style with some offering a relaxed atmosphere while others have exciting boardwalks , seaside amusement parks , shopping and music events . You are sure to find one that fits your mood.

In New England, finding something fun to do is easy – the hard part is figuring out what to do first!  

Each state has so much to see and do – it is truly a destination for everyone.

Which New England State is Best to Visit?

Outdoor enthusiasts have thousands of acres of forests and state parks to enjoy hiking , biking , camping and exploring .  

Foodies will be in heaven sampling the region’s famous iconic foods like famous fried clams, lobster, clam chowder, Indian pudding and Boston baked beans.

History buffs will be eager to learn about the region’s past with all of the historic sites and monuments . 

Culture vultures will be impressed by the diverse theater performances and assortment of museums showcasing everything from contemporary art , classic masterpieces , historical artifacts and fun pop culture.   

Beach bums have plenty of options for enjoying the sun , sand and surf with over 500 miles of shorelines along beaches , lakes and rivers .  

Boating enthusiasts can explore the waters with a variety of cruises , sail boating or by renting a canoe or kayak .

Music lovers will find a venue for almost any style of music including classical symphonies, jazz and folk festivals and rhythm and blues . There are plenty of outdoor concerts and other options to listen to live music .

Wine and beer connoisseurs will be in awe when visiting all the vineyards to sample great wine and the breweries to try some world-class craft beer .  

Adventurer seekers will find 48 4000+ foot summits to climb in New Hampshire, 14,000+ miles of snowmobiling trails in Maine and an abundance of black diamond trails to conquer on the ski slopes .

Bargain Hunters will be thrilled to find deals at all the factory outlets and antique shops while hard-core shoppers can shop til they drop at the city malls and marketplaces . If you are in Boston, take some time to do some window shopping at the upscale boutiques and shops on Newbury Street. Don’t miss the famous Brimfield Antique show in Brimfield, MA which takes place in May, July and September during the iconic Brimfield Antique Flea Market.

One of the best things about New England is we get to enjoy 4 distinct seasons and each one brings its own uniqueness. The best time to visit will depend on what you want to do.

Fall is by far the pinnacle time to visit New England with the crisp air and stunning colors of the autumn leaves peaking from the end of September through mid-October.

This is a perfect time to go leaf peeping or enjoy other outdoor activities. You’ll also find plenty of fall festivals at farms throughout the region where you can pick pumpkins , make your way out of a corn maze , or go apple picking where you can sample some famous apple cider donuts . 

New England really comes alive during the summer months with countless outdoor activities throughout the region such as concerts , fairs , festivals and Farmers’ markets . With the warmer weather, its the perfect time to get out on the water whether its a whale watch , boat cruise , kayaking or a white water rafting trip.

Being the birthplace of America, the Fourth of July is a very popular time to visit and there are lots of celebrations around the region with Boston’s festivities at the top of the list.

Insider Tip: While the months of July and August tend to be the warmest to enjoy swimming , boating and other water activities, you may still find the water in the ocean and lakes to be a a bit chilly, especially in the northern regions.

Winter is a chance to hit the slopes and experience some of the best skiing and snowboarding in the east. Not up for downhill skiing? Explore the many trails by snowmobile or cross-country skis. For those not interested in playing in the snow, there are still plenty of indoor activities to keep you busy this time of year.

The holidays in New England are absolutely beautiful with displays of tree lightings and festival of lights in many towns. Many of the mansions and historic houses are also beautifully decorated for the season and available for touring, with some even hosting gingerbread house competitions. 

Spring brings maple syrup , blooming flowers and the melting of all the snow up in the mountains to bring much needed water to the lakes and rivers for summer water activities. Get out to one of the maple farms and see how maple syrup is made or check out the spring blooms all over the region.

Depending on the season, Spring skiing may be an option or you can learn how to tap a maple tree at one of the many maple farms.

If you are visiting over Patriot’s Day, you can even cheer on the runners along the Boston Marathon route.  

What is New England’s Weather Like?

Anyone who lives in New England will tell you that the weather can be quite unpredictable . While there are average temperatures published, you really need to plan for anything. It is not uncommon to have a 20-30 degree temperature difference in the same day or within the same week. 

It can be 80-90 degrees during the day and then plummet to the 50s or 60s overnight. We have had blizzards in April and heat waves in November. As the local saying goes “Only in New England” is the consensus when it comes to our weather – so be prepared. 

Typical Weather in New England

Each season usually does have its distinct climate with the southernmost points being a bit warmer than the more northern areas.

Spring in New England can still be chilly, with average night time lows in the 20s and highs reaching mid-60s as it gets closer to summer. Known to locals as “Mud Season”, this time of year tends to be a bit rainy and muddy so plan to bring a raincoat, umbrella and some rain boots. You may want to have some indoor activities planned as well.

Summer temperatures can reach into the 90’s and can be hot and humid . Typically, it will be a little cooler the farther north you go with July and August typically being the hottest months . Don’t forget the sunscreen if you plan to be in the sun and always bring a sweater or sweatshirt as temperatures tend to fall at night or near the water. Mosquitoes and ticks can be an issue when outdoors so make sure you have bug spray.

Fall has the perfect crisp air which warrants a lightweight jacket for your leaf-peeping activities. If we are lucky, we may get what is called “Indian Summer” where there is a warm stretch around the end of October or early November. If you are planning on hiking at any elevation, be sure to pack extra layers as weather can change drastically. November can also be wet so be careful not to slip on the falling leaves and plan for early snow – you just never know.  

Winter can be quite frigid from December through February with a good amount of snow accumulating, especially in the northern regions. A warm coat, hat and gloves and a good pair of waterproof or insulated boots are a must if you plan to spend time outdoors.  

What is a Nor’easter?

New England can also have its share of severe weather at times. It is famous for its Nor’easters which are storms known to bring howling winds and deep snow – especially up north which helps to make great conditions on the ski slopes. These storms may occur at any time of year but are most frequent and most violent between September and April.

Mount Washington is also notorious for having some of the worst weather on the planet with the strongest winds ever recorded happening on this peak. If you plan to visit the summit be sure to check the weather and plan accordingly.

How Big is New England?  

At 71,988 square miles, New England is roughly the size of the State of Washington. Maine, the largest state, takes up half of that area.  The states are fairly small so it is easy to travel between them with many destinations just a few hours apart. Rhode Island is the smallest state at only 1,545 square miles.

The region is bordered by Canada in the North and North East and by the state of New York to the West and South. Its extensive coastline along the Atlantic Ocean stretches from Connecticut to northern Maine.

Facts about New England’s Geography

While the region is small, it has very diverse landscapes and ecosystems including its jagged rocky coastline along the east coast, mountains , sandy beaches , extensive salt marshes , dense forests , cranberry bogs and numerous lakes and rivers.

• The Appalachian Mountains run through Connecticut, Massachusetts, New Hampshire, Vermont and Maine with almost 700 miles of trails.  
• Mt. Washington is the highest Mountain peak at 6228 feet. 
• Lake Champlain is the largest lake bordering Vermont, New York and Quebec, Canada
• The Connecticut River is the longest river, running 407 miles from northeast New Hampshire to Connecticut. 
• The Great Marsh , the largest Salt Marsh in New England, extends along the east coast from Gloucester to New Hampshire providing a natural flood barrier to inland towns and a haven for wildlife.  
• Massachusetts is one of only five states in the US that have cranberry bogs and is the 2nd largest supplier of cranberries. 

Have you been to New England? What is your favorite place to visit?

Learn more about each New England State and the most popular places to visit.

Which New England State is the Best to Visit?

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Did you know that some of the best beaches in New England are located just North of Boston?It’s true! While these beaches all offer tranquil beauty and incredible views of the Atlantic Ocean, you’ll find each of them have their own unique flair. Find out which one is the perfect spot for your next beach […]

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Best Things To Do in Boston for First Time Visitors

Boston is such an exciting city to visit, full of history, cultural experiences and stunning architecture. No matter how many times I visit, I always seem to find something new to love about it. Making your way around a new city can be a bit challenging. That’s why I created this awesome Guide to Boston! If […]

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Discover New England's highlights on this budget-friendly road trip

Oct 20, 2022 • 8 min read

Roadtrips are the best way to see New England © Denis Tangney Jr / Getty

New England 's fascinating history, beautiful nature, and family-friendly entertainment make it an ideal region in the US for a fall road trip. Add in a spectacular culinary scene along with a wide variety of affordable accommodations, and you've got many roads to discover ahead. 

Here’s a blueprint to a reasonably priced road trip in New England – from Portland, Maine , to Mystic, Connecticut . From winding trails of the Appalachian Mountains, including a smattering of mountains over 4000ft in elevation, to the splendor of New Hampshire’s wild coastlines, you won’t have to miss a thing.

Portland, Maine

Come for the lobster, stay for…well, everything else. Portland might be Maine’s largest city, but you’ll be able to appreciate the craggy shorelines and secluded beaches as well as the preservation of the historic, yet quaint, Old Port district. The stunningly well-kept Portland Head Light is the oldest lighthouse in the state and is surrounded by the 90-acre Fort Williams Park , where you can hike, bike, picnic or sit by the beach.

Ready for some culture? The Tate House Museum whisks you to Maine’s pre-revolutionary times, and the Portland Museum of Art , founded in 1882, is sprawled over three buildings – one designed by the late “starchitect” I.M. Pei.

The dining scene is vibrant, and you can indulge in inventive reasonably-priced small plates at Central Provisions  and craft cocktails at the Portland Hunt + Alpine Club ’s Happy Hour. Of course, if it's seafood you’re after, don’t miss the brown butter lobster roll at Eventide Oyster Co . The Press Hotel offers fun, boutique accommodations in the same building which housed the Portland Press Herald until the newspaper moved offices in 2010.

8 big adventures in the Maine backwoods

High Peaks Region, Maine

Just over two hours’ drive from Portland along I-295 is Maine's High Peaks Region, a stunning, family-friendly destination with 10 mountain peaks over 4000ft. Perfect in any season, you’ll also be dazzled by its glacial lakes and clear rivers. If you want a scenic drive, take some time to tour its scenic byways, like High Peaks and Grafton Notch, which will give you a quicker way to view the spectacular surrounding mountains. Water sports include pontoon boat rides, fly fishing, kayaking and swimming – though it’s also well known for its ski resorts, Sugarloaf and Saddleback Mountain.

The town of Stratton is the perfect place to refuel and relax, and you can grab some comforting yet inexpensive options at the Looney Moose Café or head for burgers at the White Wolf Inn and Restaurant . The Mountain View Motel offers cozy rooms with a full kitchen and even allows furry friends to join you on your adventures. Though there is a lack of amenities, like a pool or restaurant, this motel makes up for it by offering gorgeous views and super-low room rates.

Northeast Kingdom, Vermont

Head westward on State Route 16 to enter this out-of-the-way, northernmost region of Vermont. Shimmied up against the Canadian border and the upper Connecticut River, it’s known for its peaceful splendor. Taking up approximately one-fifth of the land and over a quarter of The Green Mountain State, you can explore its over 200 lakes and ponds while also appreciating the accompanying dense forests and eight state parks.

Bikers, hikers and backpackers flock to this region to hit the Kingdom Heritage Trail system, which includes the Bluff Mountain Community and Gore Mountain Trail, while other adventure seekers might head to gape at Troy’s Big Falls, a monstrous undammed waterfall that includes a sheer cliff face of over 80ft.

Burke Mountain offers downhill and cross-country skiing with over 200 inches of annual snowfall as well as views of the geologically profound Willoughby Gap (kids ski free in March).

Country cooking is on the menu at the Peacham Café , housed in a former firehouse, while the more seasonal Mike’s Tiki Bar offers cocktails and 30 beers on tap under its thatched roof, with hearty grub from partner Vermont Food Truck as an accompaniment.

The Willoughvale Inn and Cottages offers calm, stunning landscapes and a little history for budget travelers. Its accommodations are named after historical figures and places, like The Robert Frost suite or The Songadeewin Lakeview Cottage.

Vermont’s best parks highlight the history, nature and beauty of the Green Mountain state

Seacoast and Portsmouth, New Hampshire

From the Northeast Kingdom, head southbound on I-93, swinging left in Manchester, New Hampshire , to arrive at this state’s minuscule coastline.

Enjoying an intoxicating mix of culture and maritime activities, this region straddles Maine and includes ownership of the Isles of Shoals and Star Islands. The entire Seacoast region covers 18 miles of the Atlantic Ocean, but head to Hampton Beach for family fun and a dazzling white-sand beach.

Don’t want to go too far to lay your head? Rooms at Ashworth by the Sea  run under $150 a night, and the property features a heated pool with a retractable roof to keep the kids happy, in addition to three different restaurants for breakfast, lunch, dinner and cocktails.

Portsmouth , near the mouth of the Piscataqua River, is the country’s third oldest city and is an excellent place to start for living history with the Strawbery Banke Museum , the American Independence Museum and the Children’s Museum of New Hampshire .

The dining scene is varied and abundant. You can enjoy a more upscale, locally sourced meal at the Black Trumpet Bistro or head to Ceres Bakery for an affordable, casual selection of soup, salad, sandwiches and an array of homemade pastries. Stay at the lovingly renovated Hotel Portsmouth , a former 1881 mansion with vintage charm and a complimentary continental breakfast.

9 places in the world with the most intense fall colors

Falmouth, Massachusetts

Take I-495 southbound to loop around Boston (or stop in for a bit if you have the time) and arrive in Cape Cod and the pretty little town of Falmouth, Massachusetts.

This official Preserve America community was also the residence of Katharine Lee Bates, the author of the treasured tune, “America the Beautiful.” History aside, this serene corner of southwest Cape Cod is also home to over 70 miles of ocean shores, eight distinct villages and the Shining Sea Bike Path, with nearly 11 miles spanning farms, ponds, cranberry bogs and even salt marshes, spitting you into the village of Woods Hole.

Here, you can not only catch the ferry to Martha’s Vineyard  but also tour the marine science facilities and aquarium at the world-famous Woods Hole Oceanographic Institution .

Head to Old Silver Beach for swimming in the calm, blue waters and views of Buzzards Bay and stay for the summer seafood dinners and vibrant sunsets at the beachfront Sea Crest Beach Hotel . Falmouth also offers further budget accommodations at Admiralty Inn & Suites and The Red Horse Inn , both of which have reasonable room rates.

10 New England beaches you have to visit

Narragansett, Rhode Island

Trace the coastline westbound to arrive at this quaint and quirky seaside surf destination in Rhode Island, which offers access to smaller state park beaches like Roger Wheeler and Salty Brine. There you can watch the boats and local fishers, as well as the reliably vigorous waves of Narragansett Town Beach .

Take a surf lesson from Warm Winds Surf Shop or just relax on the sand – or hop on the Block Island Ferry to do a little maritime exploring, including the Point Judith Light, a working lighthouse built in 1857.

Because this is New England, historical landmarks abound, and you can visit the 23-foot  Narragansett Indian Monument , carved from a single Douglas fir tree on Kingstown Road.

To fully appreciate your surroundings here, tuck into the local seafood, and Aunt Carrie’s is known for its golden fried clam cakes ($5 for a half dozen) and chowders. The Anchor Motel is a budget-friendly choice, with 15 rooms directly across from Scarborough State Beach.

Enjoy history and picturesque seaport towns on these Newport, Rhode Island day trips

Mystic Seaport, Connecticut

No, cult-favorite coming-of-age flick Mystic Pizza wasn’t actually filmed at its namesake restaurant in this sweet, seaside hamlet less than an hour west of Narragansett on US Route 1. But if you pop in for a slice and a selfie, you won’t want to miss the rest of this village situated along the Mystic River.

Bluff Point State Park is home to over 800 acres of lush land for hiking, biking and fishing, and the historic district straddling the river has something for everyone, including the still-working Bascule Bridge built in 1920.

The popular Mystic Aquarium & Institute for Exploration was recently certified by the American Humane Conservation and makes a welcome home to sea lions, penguins and even sharks, while the Mystic Seaport Museum concentrates more on history, with a working preservation shipyard and recreated 19th-century village to explore.

Ford’s Lobster is an affordable BYOB treasure on the water, featuring fresh lobsters, lobster rolls and lobster bisque. Stay at The Whaler’s Inn in downtown Mystic, comprised of five different buildings, each housing rooms and suites with a nautical theme.

The ultimate New England fall foliage road trip  

This article was first published Jan 24, 2020 and updated Oct 20, 2022.

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The 17 Best Airbnbs in New England for Fall Vacations

Curated and vetted for an idyllic getaway.

PureWow editors select every item that appears on this page, and the company may earn compensation through affiliate links within the story. All prices are accurate upon date of publish. You can learn more about the affiliate process here .

New England and fall are like apple doughnuts and cider —they just go together. If you’ve been looking for a retreat to watch the leaves turn, curl up with a good book , or just pause from city life for a beat, these Airbnbs should be at the top of your list.

How I Chose the Best New England Airbnbs

There’s a lot to consider when scouting the perfect rental. A pretty picture is captivating but not always accurate. To ensure the stays on this list are worth your money, I examined guest reviews, amenities, fees, location, thoughtful extras, and more. Here are the best options for your next New England fall vacation.

1. The Lost Lobster Chalet, Jonesport, ME

• Price: $255/night (con: 7-night minimum)
• Why I Recommend It: waterfront property, pet friendly, fresh lobster

Incredible ocean views, indoor-outdoor living spaces, and cheeky lobster decor make this a win for anyone looking to experience quintessential coastal Maine living . Sip a cup of coffee on the wrap-around patio where you can watch Jonesport fisherman check their lobster traps. Next, take a walk on the beach followed by a short drive to Acadia National Park or one of the nearby small towns where you can gorge on lobster and fresh catches of the day. And if you’re feeling reclusive, massive windows overlooking the bay and a gas fireplace make this a dreamy place to ride out fall’s moody weather.

2. Fairytale Cabin at The Wild Farm, Topsham, VT

• Price: $180/night
• Why I Recommend It: nature-lovers paradise, wood-burning stove, off the grid

Have you ever wanted to be escorted to a cottage in the woods by a friendly wolf? Meet your perfect stay. Your home is a cozy cabin set in the middle of a working farm overrun with gardens, horses, goats, chickens, and the aforementioned friendly wolf. Guests are welcome to forage from the gardens and enjoy fresh eggs every day (don’t worry, your hosts are available to assist with foraging). For a small fee, freshly chopped wood is provided for your stove when things get chilly. The cottage also lacks cell service and has “slow and finicky internet,” but I’m listing this as a plus for those who want to truly unplug and tap into your inner Snow White. Plus, just look at that price!

3. The Goul’s Attic at The Creaky Cauldron, Salem, MA

• Price: Price varies by stay  (expect peak fees in October)
• Why I Recommend It: Harry Potter-inspired decor, historic home, close to downtown, parking space included

Described by one reviewer as a “quiet French Quarter on the east coast,” this apartment gets major points for its location near downtown Salem, spacious accommodations, and overall spookiness (definitely the fun kind). You’ll be within 5-10 minutes walking distance of Salem’s major attractions as well as a variety of restaurants, shops, and nightlife. Light breakfast is provided throughout your stay as are eco-friendly toiletries. Your hosts also receive top marks from reviewers; they’re quick to respond to questions, fix issues, and love to dish out insider tips so you can experience Salem like a local.

4. Treehouse, Willington, CT

• Price: $309/night
• Why I Recommend It: kid-friendly, access to farm grounds, great stargazing

Treehouses will always have that magical je ne sais quoi appeal, and this one is no different. Kids will love that it’s nestled on a bustling farm with tons of friendly animals you can meet and feed. Your lofty abode comes with children’s books, games, and a big fire pit perfect for making s’mores. As for mom and dad, enjoy day trips to nearby vineyards, breweries, antique shops, and a drive-in movie theater. And when the sun sets, make a pillow fort on the patio or gather ‘round the fire pit to take in the stars.’

5. Silo House, Litchfield, CT

• Price: $605/night
• Why I Recommend It: kayaking on private pond, rural environment, luxurious interior

This 170-acre property is a beautiful place to kick back and watch the leaves turn. Take a kayak out on your private pond or stroll around the massive estate where you can find vantage points overlooking the grounds. Your home is a renovated silo with stunning wooden finishes and tons of artwork. While this would be a great place to unplug, there is a dedicated workspace that makes this an excellent option for someone looking to upgrade their WFH experience or those considering a writer’s retreat.

6. Glass Tiny House, Warren, VT

• Price: $525/night
• Why I Recommend It: beautiful views, glamping vibes, hot tub, romantic getaway

If your travel style leans toward what I’ll affectionately call bougie, then book a rez at this tiny home A-S-A-P. Plopped high in Vermont’s beautiful Green Mountains among miles of forest overlooking a lake, the walls are made of reflective glass designed to make you feel fully immersed in your natural surroundings. Your host spared no expense on the finer details—unwind with a hot tub, heated floors, rain shower, Cozy Earth bedding (this brand is one of Oprah’s favorites, FYI), and an aromatherapy diffuser. Venture out of your abode for breathtaking hikes, paddle boarding or kayaking at the lake, biking, and more. Last but not least, this host understands the absolute joy of a well thought out welcome gift. Expect chocolates, wine, and cozy socks upon arrival.

7. Copper Fox Treehouse, Pownal, ME

• Price: $450/night
• Why I Recommend It: quirky architecture, eco-friendly, luxe interior

Inspired by a dream, this treehouse was hand-built with eco-friendly materials by your hosts and the local community in the shape of a fox head. It’s a remarkable stay for adults and families alike (though the hosts don’t recommend super young children because of the home’s design). Climb up to one of the ears (aka the loft) to relax with a cup of tea or hike one of the property’s many trails. And don’t forget to end your day with a soak in the gorgeous bathtub.

8. Dome, Union, ME

• Price: $213/night
• Why I Recommend It: glamping, rural location, alpacas

Welcome to The Dome, a lovely glamping experience where you can become one with nature and still enjoy the pleasures of running water and a flushable toilet. Your dome is located on an alpaca farm that’s adjacent to a lake, making this a fantastic option for kiddos. Kayaks are available for use and when you’re done playing in the water, you’re welcome to feed and pet the alpacas (so soft!). The real sell of this quiet tent-with-benefits, though, is the star gazing. Wait until the sun sets and watch the sky come alive.

9. Waterfront Tiny House, South Kingstown, RI

• Price: $260
• Why I Recommend It: private dock, great location, award-winning oysters

This home is a small but mighty Rhode Island gem . You’ve got all the amenities of home stocked into a small, but well-organized space. A private dock takes you directly to a gorgeous pond and you’re within walking distance of several fantastic beaches. And the pièce de résistance, the home is a few steps from an award-winning oyster bar where you can slurp the afternoon away with a glass of Sauvy B.

10. Treehouse, Newport, VT

• Price: $499/night
• Why I Recommend It: cedar hot tub, romantic getaway, top-notch hosts

This is the kind of Airbnb you rent with the intention of never leaving the house. Your home comes with a gorgeous cedar hot tub on the patio, a wood-burning stove, record player with stocked record collection, and a movie projector. Your hosts are also on call to assist with any supply requests, hiking recs, and more. Add on a dreamy forest backdrop and you may never leave.

11. Private Home, Rockport, MA

• Price: $310/night
• Why I Recommend It: fantastic location, stocked with essentials, secluded outdoor space

Beautiful landscaping gives this home the illusion of remoteness without being totally secluded. The location is your biggest prize here, as it’s a short drive from downtown, the beach, and other cool New England cities like Salem and Boston. Your host also thoughtfully stocked the house with everything you might need, from toys and games for kids to beach accessories to kitchen essentials. If you come during the colder months of fall, you’ll love exploring downtown Rockport, which one reviewer said “looks like it should be in a Hallmark movie.”

12. Pioneer Valley A-Frame, Southampton, MA

• Price: $175/night
• Why I Recommend It: glamping vibes, leaf watching, attractions nearby

Looking for a tiny home with the cabin-y aesthetics of an A-frame? Well, here ya go. This cabin oozes charm and is located on an even more charming horse and donkey farm. A short drive away is the bustling Pioneer Valley where you can check out restaurants, night life, shops, and fall festivals. Firewood is provided for your first night (a thoughtful perk) and your host is famous for her homemade marshmallows—yummm!

13. Mountain Cabin, West Windsor, VT

• Price: $ 525/night
• Why I Recommend It: incredible views, luxe interior, hot tub

If you’ve been looking for an Airbnb that will finally get the fall trip out of the group chat, this is it. This cabin is perched on top of a beautiful mountain with a massive wrap-around deck equipped with porch swing, fire pit, and a luscious hot tub. It’s located near some of the best outdoor adventuring you can find, with miles of beautiful hiking and biking trails, and it’s about a 30-minute drive from hotspots like Dartmouth, Woodstock, and Quechee Gorge.

14.  Lakehouse, Lempster, NH

• Price: $295/night
• Why I Recommend It: lakefront, serene location, romantic getaway

Set 30 feet above the water, you have unobstructed views of the lake and surrounding forest. Your home comes with kayaks, a fire pit, chopped wood, hot tub, barbecue, and a well-stocked kitchen. For the brave, try cliff jumping. For the chill, relax on your private slice of beach and breathe in that fresh air.

15. Treehouse, Sanford, ME

• Price: $449/night
• Why I Recommend It: birdwatching, eco-friendly, private dock

This home is the definition of salt-of-the-earth luxury. If you’re in need of an updated profile pic holding a fish, grab one of the provided fishing poles, walk down to your private dock, and hook yourself a trout. Enjoy some of the best birdwatching and nature-viewing around, or take a kayak out for a quick paddle. The solar-powered home also comes with a projector for movie nights, a well-stocked kitchen, and all the comforts of a high-end hotel room.

16. A-Frame Cabin, Mount Holly, VT

• Price: $425/night
• Why I Recommend It: sauna, hot tub, great location

Four words: sauna and hot tub. Get hygge AF in this modern-meets-woodsy cabin that’s just a short drive away from fall must-do’s, like apple and pumpkin picking, artisanal cheese shopping, antiquing, hiking, horse riding, and more. Your host is also especially helpful if you should need anything. Reviewers give her top marks for her excellent local recommendations.

17. North Fork Estate, Cutchogue, NY

• Price: Varies by stay
• Why I Recommend It: unique location, heated pool, gourmet kitchen

OK, so this isn’t *technically* New England, but it’s en route and definitely worth a look. Located in the middle of an award-winning North Fork vineyard—seriously— this home has four bedrooms, a large heated pool, and a chef-worthy kitchen stocked for vacationers who love to cook. Enjoy unobstructed views of the sunrise and sunset over acres of sprawling vineyard and on cold days, settle in next to a massive romantic stone fireplace. It’s an ideal place to stay if you’ve ever wanted to recreate the movie Wine Country, but on the East Coast.

21 Truly Exceptional Airbnbs in Upstate NY

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New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , Rhode Island , Vermont  ·  November 8, 2022

The Best 7 Day New England Road Trip Itinerary (+ 5 & 10 Day Options!) 2024

Having traveled through the entire New England region for 15+ years, I’ve been able to get a strong understanding on the best things to do, and I’m so thrilled that I’ve finally developed my ultimate 7 Day New England Itinerary to share with you!

A 7-day itinerary to tour New England has been one of my most requested topics, and I totally understand why. It’s so hard to look at a region comprised of 6 gorgeous states, and try to figure out what’s worth your time, and what you can leave out. Well, good news – I’m taking the guess work out for you. In all my years of traveling through this region, I’ve cherry-picked what I think is the best route to take to plan the perfect road trip in 7 days.

While I think everything is pretty much worth your time in New England (I’m a bit biased!), this itinerary focuses on the best of the best, and also takes into consideration efficiency so you have as much time as possible to also enjoy your destinations.

This itinerary is also geared toward those who are visiting New England for the first time. With that, let’s get into it, shall we?

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How Many Days Do You Need In New England?

You can easily spend anywhere from a few days to a month in New England, so this entirely depends on how much time you really have to dedicate to your trip. This post will prove that you can easily see some of the best things in this region with my 7 Day New England road trip itinerary.

But, that said, more is always more when it comes to time to travel, right? 😉 So of course, you can easily turn this itinerary into a 10-day adventure, or even two weeks. Under my 10 Day New England road trip itinerary option later in the post, you’ll see that I’ve made notes on side excursions where you can easily add in a day or two to extend your trip even further.

And of course, you can definitely see some of the best places in just 5 days, and I’ve included a 5-Day option at the very end for those who don’t have as much time (and don’t worry, it’s still pretty great!).

My motto is always, “Even if I just have one day, it’s better than not going at all,” so whatever time you have for your trip with definitely be worth it. I’m excited to cheer you on as you plan your trip 😊

Where To Start A 7 Day New England Road Trip Itinerary?

For any road trip through this region, Boston is the best place to start, especially if you’re flying in. Boston Logan International Airport typically offers the cheapest flights to this area, and is also a worthy destination to explore on its own.

Not only that, this city also incredibly convenient to most places in New England, and is centrally-located in the region, and therefore, is just the easiest starting point. For that reason, pretty much all of my itineraries on this website start in Boston because after years of experience, I’ve found this to be the absolute best option.

If you’re not flying in, however, and already live in this area, or are driving in from nearby, Boston is still a great starting point ( especially if you’ve never been!). But you can definitely adjust this itinerary to start from anywhere in New England that best suits your needs.

The only time I would suggest using a place like Portland, Maine as your starting point if if you plan to really only explore the northern areas of New England, like the rest of Maine or New Hampshire. But even in that case, Boston is still just as convenient, so it will then simply depend on personal preference at that point.

7 Day New England Road Trip Overview

Day 1: Boston – New England’s biggest and most exciting city!

Day 2: Woodstock – Vermont’s most beautiful town.

Day 2 Alternative Option : Skip Woodstock, and stay an extra day in Boston, with a day trip to Salem if you’d like.

Day 3: The White Mountains in New Hampshire – Home to breathtaking mountain views, and New England’s highest peak.

Days 4-5: Bar Harbor and Acadia National Park – One of the most charming coastal towns in New England, and the spectacular views in the park make this destination worthy of two nights.

Day 6: Drive to Portland, Maine , with optional stops along the way.

Day 6 Alternative Option : Stay the night in a smaller coastal town if that’s more your speed!

Day 7: Head back to Boston , with some great stops along the way.

Notes About This Itinerary

→ For some stops along this route, I also suggest other options to really help you create the ultimate road trip for you based on your preferences. So keep an eye out for those, and get ready to take some notes!

→ This 7 Day New England road trip itinerary also follows a true road trip style , meaning you’ll be in a different town each night of your stay (with one exception, which is Bar Harbor). You can certainly tweak that to your liking if you prefer to stay in one place for two or more nights – do what feels right for you.

→ Lastly, this itinerary was intended to show you around all the different landscapes New England has to offer, so I wanted to include a mix of urban, countryside, mountains and coastal to show you the very best of it all. I also focused on locations that are largely perfect to visit year-round, so seasonality was not factored in.

Day 1: Boston

Boston is one of my all-time favorite cities, and as mentioned, it’s the absolute best place to start your road trip – especially if you’re flying in. I love that it feels like an exciting city, but is also incredibly charming, historic and packed with character. There’s just something very cozy about it, and it’s most definitely worth spending a day exploring during your 7 day New England road trip.

An alternative option, depending on how tired you’ll be once you arrive, is to tack Boston on at the very end. In this case, you’ll want to immediately depart for Woodstock once you arrive, and then spend your last day in Boston (but follow this itinerary for everything else in order).

Here are some awesome things to consider doing on your day in Boston:

• Walk the Freedom Trail: this group tour is an excellent choice!
• Meander through my two favorite neighborhoods: Beacon Hill & the North End.
• Stroll along the waterfront areas – the Charles Esplanade is especially beautiful.
• Walk through the Public Gardens – the bridge is such a great spot for gorgeous photos.
• Eat, eat, and then eat some more. The culinary scene in Boston is incredible, and seafood here is a specialty.
• In fact, take a food tour for the inside scoop on all the best places: here are my favorite food tours in Boston .
• Grab some cannoli at Mike’s Pastry.

Hotel suggestions in Boston:

Splurge: Boston Harbor Hotel . A 5-star waterfront hotel that’s more than worth the splurge to kick start your amazing road trip through New England. The location is also convenient to a lot of attractions.

Moderate: Revere Hotel Boston Common . I stay here a lot when I visit Boston. It’s a great location that’s walkable to a lot.

Budget: HI Boston Hostel . Boston is typically an expensive city to visit unless you’re coming in the winter, and this hostel is a great option to save some money during your stay. It also has an awesome location.

Day 2: Woodstock, Vermont (2h 15m From Boston)

Why Woodstock Next? No trip to New England is complete without a stop in a charming Vermont town, and Woodstock is the best of the best when it comes to idyllic scenery and character. It’s also home to “Vermont’s most beautiful address,” which I’ll tell you about under the suggestions on where to stay.

Woodstock has a wonderful town center, where you’ll find independent shops, cafés, and restaurants, covered bridges, farms, and it’s also surrounded by beautiful rural scenery once you drive outside of town. It’s the perfect option for this itinerary if you’re hoping to get a glimpse of Vermont.

Here are some awesome things to do in Woodstock, VT:

• Meander through the most adorable village where all the shops and restaurants are. This part of town is entirely walkable, so park and enjoy!
• Visit the three covered bridges: Middle, Taftsville and Lincoln.
• Explore Billings Farm & Museum.
• Taste local maple syrups and cheeses at Sugarbush Farms.
• Take a drive to Farmhouse Pottery, just outside of the town center, which is now a famous ceramics shop – they have a studio on-site where you can watch artisans at work, or you can book a pottery session with them!

Psst! I have an entire post all about the best things to do in Woodstock, VT , if you’d like more ideas and info 😉

Where to stay in Woodstock, VT :

Luxury option : Woodstock Inn & Resort (Vermont’s most beautiful address!). It’s a splurge, but located right in town, and the perfect way to treat yourself for a 1 night stay.

Moderate: 506 On The River Inn . Very beautiful hotel that’s right on the river and feels cozy.

Budget : The Vesper . A cute little B&B with modern rooms, great prices, and walkable to the village.

Insider Tip s: Woodstock tends to be an expensive place to visit, so if you’re on a budget, the nearby town of Quechee is a great alternative, and is only about 15 minutes from Woodstock. Quechee is also very cute and I love visiting both towns when I’m in the area.

Also, if you visit in the fall during foliage, or your stay happens to be on a weekend, some of these hotels may have a 2-night minimum stay requirement, so keep that in mind.

Alternative Option: If you would prefer to spend 2 nights in Boston and skip Woodstock, you can most definitely do that. Boston is a great place for day trips to other nearby areas, including Provincetown on Cape Cod, as well as Salem. A ferry will take you from Boston to Provincetown, and to Salem, so you still won’t need to pick-up your rental car right away if you choose this option. These ferry options are seasonal, so plan accordingly.

→ Click here to check out ferries from Boston to Provincetown

→ Click here to check out ferries from Boston to Salem

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

Day 3: The White Mountains, New Hampshire (1h 30m From Woodstock)

Why White Mountains Next? They’re on the way to Acadia National Park (which is the next stop!), and they’re very worth your time ( especially if you’re traveling in the fall season). The White Mountains are home to a great mix of cute towns, epic mountain views, and amazing parks or hiking and scenic drives.

While the White Mountains doesn’t necessarily offer that New England charm you’re probably expecting, I still think this region is worth visiting on your way to Acadia for the reasons mentioned above. The drives through the White Mountains National Forest, and Crawford Notch State Park is so beautiful, and offer such a well-rounded perspective of New England’s beauty, when you combine this region with all the other coastal stops on the rest of this itinerary 😉

Here are some awesome things to do in the White Mountains:

• Explore Franconia Notch State Park , and with 1 day, I suggest prioritizing Flume Gorge, which is perfect for all ages, and one of the most popular attractions in the entire state that’s worth your time.
• If you’re looking for a fun hike, the Artist Bluff Trail offers incredible views of Echo Lake.
• Ride the Cannon Mountain Aerial Tramway to the mountain’s summit for awesome views.
• Explore The Basin, which is very close to Flume Gorge, and is very quick and easy.

Where to stay in the White Mountains? I highly suggest Littleton . It’s a charming little town with awesome shops and restaurants (it’s often regarded as having one of the best Main Streets in the U.S.!), and it’s also very close to some of the top must-see things from my list above, making it super convenient and efficient for 1 day.

However, I have an entire detailed post on where to stay in the White Mountains , if you’re looking for more of a breakdown of the towns, and my hotel suggestions.

Hotel suggestions in Littleton :

Thayers Inn : Located right on Main Street in the heart of downtown, and very cozy. Keep in mind that this is a historic hotel, so they’re not able to make a lot of modern updates, so it’s not for everyone – but I really enjoyed my stay here and appreciated how it felt like I was stepping back in time!

Hampton Inn : A nice option that’s on the commercial side of town, but very close to the highway to get around quicker.

Pro Tip: You’ll drive right past Hanover, NH on your way from Woodstock, which is home to Dartmouth College, and is a really adorable little town to stop in for lunch, or to take a driving break. Right in the same area is Norwich, VT, which is home to the King Arthur Baking Company campus , and is a really fun spot to pick up some baked goods (especially breads and pastries!) and also have lunch outside on their lawn.

Here are some posts you may find helpful while you plan your time in the White Mountains:

• Things To Do In Franconia, NH
• Things To Do In Littleton, NH
• Things To Do In Lincoln, NH

Days 4-5: Acadia National Park & Bar Harbor (4h 30m From The White Mountains)

Why Acadia National Park & Bar Harbor Next? Acadia is one of the most incredible and iconic destinations in the Northeast, and definitely one of the best places to visit in New England . Even though it’s pretty far north, it’s so worth it for the stunning views. I’ve budgeted two nights here because your drive from the White Mountains to Acadia is a bit longer, and because Acadia just warrants extra time.

Also, Bar Harbor, I think, it’s such a quintessential coastal New England town filled with character. The town is small, and very walkable, and you’ll get some nice views of the bay and harbor just by walking along the town’s waterfront.

There’s also opportunities for boat tours from town, great restaurants to choose from, and of course, quick access to Acadia!

Here are some awesome things to do in Acadia National Park for a short trip:

→ Walk Ocean Path , which connects Sand Beach to the Otter Cliffs. This is the perfect scenic walk to tackle with a short amount of time because it’s easy, and offers some of the best and most iconic views of the coastline.

→ Thunder Hole is along Ocean Path, so you’ll pass right by it if you walk this trail. If you’re there on a windy day, the waves will crash so loudly that it sounds like thunder. Otherwise, it’s just a scenic overlook that’s still worth a stop.

→ If you’d like to tackle a hike, a nice one for a quick visit to the park is Great Head . This starts at Sand Beach, and is pretty easy (with some rock scrambling at the beginning), but offers incredible views along the way). After this, you can walk back across Sand Beach and do the Ocean Path for the perfect day in Acadia.

→ Lunch at the Jordan Pond Restaurant is also really fun, and a more relaxing way to spend some of your time in the park. It’s open seasonally only, so plan accordingly, and is famous for their popovers, and incredible views of the famous Bubble Rocks.

→ Sunrise at Cadillac Mountain is one of the most popular things to do, and definitely worth your time! This location is one of the first places in the U.S. to watch the sunrise, and it’s the actually first sunrise spot between October 7 through mid-March. This is another great reason to spend two nights here. Note : Reservations are now required when taking the auto road to Cadillac Mountain’s summit mid-May through October . Click here for more info!

→ Cover more ground by renting E-bikes to explore the park!

→ Click here for more info on renting E-bikes for your trip to Acadia

Psst! I have a few posts on Acadia that you may find helpful, including:

• My Perfect Acadia National Park Itinerary
• The Best Time To Visit Acadia National Park
• Visiting Bar Harbor & Acadia National Park In The Winter
• Where To Stay When Visiting Acadia National Park

Where to stay while visiting Acadia National Park? Bar Harbor! This lovely little coastal town is the gateway to Acadia, and where most people stay when exploring the park. This is another reason why I’ve given you two days because Bar Harbor is also a worthy town to explore on its town.

Hotel Suggestions in Bar Harbor :

Bar Harbor Inn & Spa : Located right on the waterfront in town, it’s a great place to stay for walkability to town, and if you’re looking for the best amenities and a nicer place to stay.

Bar Harbor Villager Motel : An awesome motel in the center of Bar Harbor’s village, with spacious and updated rooms, and walkable to everywhere in town. I like to stay here when I plan to spend most of my time hiking in the park, and just need a cozy place to crash at night.

Pro Tip : When driving from Littleton to Acadia, I suggest driving to Lincoln, NH first, and then taking Route 112 to Conway, which is the famous Kancamagus Scenic Highway. This drive takes you through the heart of the White Mountains with some really nice overlooks to stop at, and only adds 30 extra minutes to your drive (plus extra time for any stops you make).

Pro Tip : The Kancamagus Scenic Highway does not have bathrooms, gas stations or cell service, so plan accordingly!

Day 6: Portland, Maine (3h From Bar Harbor)

Why Portland Next? Not only is Portland a very cool city with lots of history and an awesome culinary scene, it’s also on the drive back toward Boston. Portland has a great mix of urban vibes and authentic fishing port scenery, so it offers the best of both worlds, too.

Here are some awesome things to do in Portland:

→ See all 3 of Portland’s lighthouses . If you only have time for one, however, make it Portland Head Lighthouse. This is one of the best lighthouses in New England, and definitely worth your time! But keep in mind that the other two lighthouses (Bug Light and Spring Point Ledge Light) are a very short drive away, so it’s easy to see all three in a few hours at most.

→ Take a tour! This culinary walking tour of the city is a great way to enjoy the best food, and this tall ships cruise around the bay is an awesome scenic option to get the most out of your visit.

→ Go beer tasting . Portland is home to some of the best breweries in New England, and the city has tons of them. I have an entire guide on my favorite breweries in Portland, Maine , if you’d like some suggestions 😉

→ Wander through Old Port , the most historic and charming part of the city.

Hotel Suggestions in Portland:

Splurge : The Press Hotel . It’s right on the water and in the center of Old Port, making this an awesome hotel to splurge on for a fancier stay in Portland.

Moderate: Cambria Hotel . Also in the Old Port district, this lovely hotel has modern rooms and a great location.

Budget: Black Elephant Hostel . Portland tends to be a pricey city to visit, and even though this is the only hostel in the city, it’s incredibly well-regarded, and will be significantly less expensive than a hotel.

Pro Tip : If you would rather spend your first day in Portland exploring the city, you can do the lighthouses the next morning on your way back to Boston. The lighthouses are located outside of the city’s downtown in South Portland, which you’ll pass through on your drive to Boston.

Optional stop to make on the drive : There are some wonderful towns to explore on the drive from Bar Harbor to Portland, and I detail my favorites to suggest in my guide on driving from Portland, Maine to Acadia National Park . Many of these stops will add extra time to your drive, but depending on your road trip style, they may be worth it for you!

Day 6: Alternative Option: Stay In A Smaller Coastal Town Instead

If staying in a city isn’t exactly your speed, and your goal is to visit more of the smaller towns along the coastal, well I’ve got you covered. And honestly, that’s usually my preference, too 😉 While I love Portland, and think there’s some very cool things to see there, one of the best parts of New England is the charming smaller towns to explore.

My favorites to suggest for this road trip are: Boothbay Harbor, Kennebunkport, and Ogunquit.

Boothbay Harbor is a wonderful, charming little town on the water, and has a more fishing village vibe to it. Lots of awesome boat tours depart from here, too.

Kennebunkport perfect encapsulated New England coastal beauty with a wonderful town center called Dock Square, and beautiful coastline near the beaches and on Cape Porpoise.

Ogunquit is also very idyllic, and is known for having one of the best beaches in New England. I love the walkable downtown that’s also walkable to the beach. Ogunquit also has one of my favorite things to do in all of New England: the Marginal Way coastal walk.

All of these places will make a great place to spend a night on this road trip if you’d prefer a small coastal town over staying in a city like Portland.

Psst! I have detailed guides that may help you decide, which are the best things to do in Boothbay Harbor , and the best things to do in Ogunquit .

Day 7: Back To Boston With Stops Along The North Shore (2h Without Stops)

Why The North Shore Next? As you make your way back to Boston, you’ll drive down the Massachusetts North Shore, which is packed with gorgeous and charming little coastal New England towns . These towns are all pretty close to another, too, which makes it easy to stop in quite a few during your drive. These towns are actually some of my favorites in all of New England.

Here are some more towns you can choose to stop in on your drive back to Boston:

→ Portsmouth, NH – while not technically part of the North Shore, it’s along the route, and a very beautiful coastal city with awesome shopping and restaurants.

→ Newburyport, MA – Some of the best shopping in New England can be found here in Market Square and Tannery Marketplace. It’s also home to Plum Island.

→ Rockport, MA – One of my all-time favorite coastal towns because it’s so unique and loaded with character. This one is a bit of a detour off the main route, but not by much (and worth it, in my opinion).

→ Salem, MA – Most known for its Halloween celebrations, but is a very beautiful and charming city that’s awesome year-round.

→ Marblehead, MA – An underrated town that’s very beautiful and historic, and loaded with gorgeous coastline.

Where you choose to stop will largely depend on how much time you have, and I honestly think they’re all worth your time! Of them all, I think I prefer Rockport the most, as I think it has the most unique scenery,, but you can’t go wrong with any of the places I mentioned above. I’ve been to them all, and continue to visit them all regularly 😉

Here are some posts that will help you plan your drive down the North Shore:

• Best Things To Do On Cape Anne (part of the North Shore)
• Best Things To Do In Marblehead, MA
• Best Things To Do In Rockport, MA
• Best Stops To Make Driving Boston To Portland, Maine
• Best Things To Do In Newburyport & Plum Island

Alternative option : If you didn’t stop in Ogunquit or Kennebunkport the night before, these two coastal towns are also worthy of your time!

10 Day New England Road Trip Itinerary

With 10 days for your New England road trip, we can pack even more exciting places to visit into your itinerary!

I’ve broken down this 10 Day New England road trip itinerary for you below, and since many of the same stops are included, I’ve done a more abbreviated version. You’ll want to refer to the above 7 Day Itinerary for all the important information. But don’t worry! I’ve included all my pro tips for the new additions to this option, too.

Days 1-2 : Boston , with an optional day trip to Salem, Provincetown or a whale watch tour from Boston’s Harbor. Since you have the extra day, I suggest taking a day trip to one of these 3 destinations, but if you would prefer to relax and explore the city even more, you can do that, too.

Day 3 : Newport, RI .

Why Newport, RI Next? It’s only 1 hour and 30 minutes from Boston, and such a beautiful coastal town to visit in New England. Because of its location, it makes it easy to squeeze into a 10-day New England itinerary, too.

Here are some suggestions of awesome things to do in Newport, RI:

• Explore Cliff Walk.
• Tour the stunning Gilded Age mansions.
• Have lunch at Cliff House.
• Take this awesome morning mimosa boat tour in Newport!
• Explore the city by trolley, which includes The Breakers mansion!

Psst! I have a detailed guide on the a Newport, RI day trip , which is helpful for 1-night stays, too 😉

Newport, RI hotel suggestions:

Splurge: The Cliffside Inn , which is walkable to Castle Hill Lighthouse, pictured above!

Moderate: Mill Street Inn , which is in a historic building that’s walkable to a lot of places downtown, including the waterfront. They also have a great rooftop patio!

Day 4 : Woodstock, VT

Days 5 : White Mountains, New Hampshire

Day 6-7 : Acadia National Park & Bar Harbor

Day 8 : Boothbay Harbor, ME

Why Boothbay Harbor Next? As mentioned, one of my favorite little coastal towns in Maine is Boothbay Harbor because it’s loaded with charm and character, and offers so many incredible opportunities to get out onto the water with boat tours. Of all the places you can stop at on your way from Acadia to Portland, this is one of my favorites.

Here are some wonderful things to do in Boothbay Harbor:

• Take this awesome boat cruise to see seals, lighthouses and a lobster haul tour!
• Stroll through the adorable downtown area.
• Take in the views from the footbridge.
• Have a delicious lobster roll at Shannon’s Unshelled.

Hotel Suggestion in Boothbay Harbor:

The Harborage Inn on the Oceanfront is my favorite place to stay in Boothbay Harbor. The location is perfect and walkable to town, but set back enough so that it’s very peaceful. If you can, splurge on Room 8 for panorama views of the water (it seriously feels like you’re floating on water).

Day 9 : Portland, ME

Day 10 : Back to Boston, making stops along the North Shore on the way.

A lternative suggestion : If you wanted to skip Woodstock, VT for this option, you could add an extra day in the White Mountains. You could also skip Woodstock and add a night in the North Shore on your drive back to Boston. For this option, I would suggest Newburyport.

Do I still think Woodstock, VT is worth the excursion? Yes! But an extra day in the White Mountains or a night in the North Shore may appeal more to some of you, too. Do what fits your preferences the most 😊

I love Newburyport because it’s a wonderful balance between charming coastal town and historic shopping village. It pretty has much something for everyone, including a beautiful waterfront park, the nearby Plum Island for beaches and nature trails, and some of the best shopping in New England. For this particular itinerary, I think it’s a great option because it’s also the furthest north, and will break up your trip nicely.

Here are some fun things to do in Newburyport:

• Induldge in some retail therapy in Market Square and Tannery Marketplace.
• Walk the path in the Waterfront Park.
• Explore Maudslay State Park .
• Drive to Plum Island to see the beaches and the nature trails at Parker River National Wildlife Refuge.

Newburyport hotel suggestion:

Compass Rose Inn is the best place to stay in Newburyport and feels like a big, warm hug when you arrive. In a beautiful and historic home, and each room is a suite with a fireplace. It’s also walkable to town, and a complimentary breakfast is included.

5 Day New England Road Trip Itinerary

Don’t have 7 or 10 days for a New England road trip? No problem! Having put a lot of thought into the best 5 Day New England itinerary, you can easily make this a jam-packed road trip style trip, or a more relaxing getaway that allows you additional time at each destination, but doesn’t get to as many places. Not sure which is right for you? I’ve outlined both to help you decide.

As before, refer to the first 7 Day New England road trip itinerary option for more detailed information on each destination.

5 Day Road Trip Itinerary From Boston

Day 1 : Boston

Day 2 : The White Mountains, New Hampshire

Day 3-4 : Acadia National Par k

Day 5 : Drive back to Boston , stopping at the Portland Lighthouses, and 1-2 towns along the North Shore region on your way.

5 Day Relaxed Itinerary From Boston

Days 1-2 : Boston. Two days will allow you to settle in and enjoy a more relaxed pace.

Pro Tip : If you’re not flying into Boston (ie, you’re driving in), you don’t have to stay right in Boston. You can definitely stay in a cute nearby town like Salem or Gloucester, and then take a day trip to Boston for a more relaxing getaway.

Days 3-4 : Newport, RI & Mystic, CT. From Newport, Mystic, CT is only about a 1-hour drive, which makes this an easy and relaxing afternoon excursion that’s stress-free.

Psst! I have a detailed guide on the best things to do in Mystic, CT , if you need more ideas 😉

Day 5 : Back to Boston, with stops in either Plymouth and Scituate on the way back (or both!). These two towns are south of Boston, and more convenient to visit when driving from Newport. I love them both, and they offer lots of charm, shopping, dining and beautiful sites to see. Of the two, Scituate is smaller with fewer things to do, but very beautiful.

Alternative suggestion 1 : Stay right in Boston for all 5 days, and take day trips! Since Boston is in such a great area, it’s very easy to get around. And as mentioned before, you can take a ferry to Provincetown on Cape Cod, or over to Salem, and you won’t need a car for either of these two excursions.

Alternative suggestion 2 : Stay in Boston for 2-3 nights, and spend 2-3 nights on Cape Cod with a day trip to one of the islands (Nantucket or Martha’s Vineyard). This option will be very coastal, and provides you with some of the best beaches and coastal towns in Massachusetts.

Here are some posts that may help you if you like this option:

• Best Towns To Stay In On Cape Cod
• Best Things To Do In Provincetown, MA
• Cape Cod Day Trip Guide
• Martha’s Vineyard Day Trip Guide
• Nantucket Day Trip Guide
• Is Nantucket Or Martha’s Vineyard Better For A Day Trip?
• How To See Martha’s Vineyard Without A Car

Alternative suggestion 3 : Stay in Boston for 2 nights, and then drive to the North Shore for 2 nights, and then maybe Portland for 1 night. Just north of Boston, the North Shore region includes Salem, Marblehead, Manchester-By-The-Sea, Gloucester, Rockport, Essex and Newburyport. All of these towns are pretty close to another another, and it would be easy to pick one to stay in, and take afternoon trips to the others.

Portland is also within 1 hour and 30 minute at the most from these towns, making it easy to pop over for the day, or a night.

Best Way To Get Around New England

The best way to see New England is definitely by car. If you fly in, I suggest renting a car from the airport to begin your road trip. If you plan to spend a day or two in Boston before beginning the road trip, I would say to hold off on renting your car until you’re ready to leave Boston.

Boston has an awesome public transit system, and Uber and Lyft are readily available, so a car will be more of a hassle to park in the city.

What To Pack For A New England Road Trip

This will, of course, depend on entirely on the time of year you visit, as New England is a four-season climate. I always suggest checking the weather reports a few days before leaving to get a more accurate idea of what the weather and temperatures will be like.

I love to remind people that New England can be moody and weather can change frequently. Even in the summer, you could have chilly days, and in the winter, you might experience a warm day. Although, generally speaking, you’ll find it’s pretty much what you would expect of a four-season climate: A wet and rainy spring, a warm or hot summer, a chilly fall, and cold and snowy winter.

Here are a few suggestions and tips on packing for a New England road trip that you not have thought of:

→ A reusable water bottle to reduce single-use plastic.

→ Dramamine if you plan to do any boat tours, and you’re prone to seasickness.

→ Day pack for essentials like your water bottle, camera, sunscreen, etc.

→ Comfortable shoes for exploring towns. Keep in mind that places like Boston, Nantucket, and historic small towns often have uneven cobblestone or brick streets.

→ Hiking boots if you plan on doing any hikes.

→ In general, plan to keep your clothes fairly casual. New England can be fancy if you plan a special dinner out, but is overall pretty casual. Take a look at your specific plans and eliminate any extra fancy outfits that you likely won’t need. You probably won’t need any if you don’t plan to dine out anywhere upscale.

→ Light jackets or sweaters for mornings and evenings (even in the summer!).

→ Waterproof jacket and boots if you plan to visit in the spring or fall.

→ Don’t forget your camera! You may also want to consider an iPhone tripod with a remote shutter to elevate your travel photos from selfies to wall-worthy shots. This one on Amazon is inexpensive and perfect for the average traveler!

New England Road Trip FAQ

Is new england easy to drive around.

Very! Of course, you’ll experience traffic when you’re close to, or in, a city like Boston or Portland. In that case, it’s just like driving in any other city. But overall, New England is very easy to drive around.

One thing I like to remind people is that in the more rural places, you will likely drive on a lot of dirt roads, so just be careful of any pot holes and go slowly, especially in Vermont and New Hampshire.

Is It Safe To Take A Winter New England Road Trip?

Yes! As long as you’re comfortable driving in the snow, you’ll be totally fine. Chances are, if you’re visiting in the winter, you’re excited to check out places like New Hampshire or Vermont, and those two states are among the top 3 snowiest in the whole country. So, just know that you will experience snow, and you’ll definitely be driving in it.

But generally speaking, most places are great at plowing roads, so unless you happen to visit during one of our big nor’easter storms, driving is easy. Just practice normal precautions, and don’t drive if the snow is coming down really hard.

I have an entire guide on all my favorite New England winter getaways , if you’re looking for the best winter destinations in this region.

Is Cell Service Reliable All Over New England?

Yes and no, and it depends on where you’re going. For the most part, cell service is completely reliable, and Google Maps will be able to take you everywhere.

However, in more remote places, again like in Vermont or New Hampshire, or even along the coast at some lighthouses or in Acadia, you will lose cell service more than you think! I highly recommend offlining maps for your entire route just to be safe . I can’t tell you how many times I’ve lost service while driving in VT and NH and didn’t offline maps, only to very much regret it in the moment!

Why Is Connecticut Not Part Of Your Itineraries?

I love Connecticut! But the hard thing about it is its location. It’s so far southwest, in the exact opposite direction of Acadia National Park, and most of the other top destinations to visit. And since Acadia is one of the most amazing New England locations that everyone should see when they visit, I had to exclude Connecticut from the itinerary options only for the sake of time. I personally think Acadia, and the other places I’ve mentioned, offer much higher payoff for your driving time than destinations around Connecticut.

That’s why I was only able to squeeze in a quick afternoon trip to Mystic, CT in the 5-day option.

What About A Fall Foliage Road Trip?

I’ve got you covered! I have an entire post on the perfect New England fall road trip , which is one I’ve perfected over many years of exploring this region in the fall season. This road trip makes stops in similar places, but has more of a focus on the best places for foliage.

What About Going Into Canada, Too?

Well, having done this multiple times myself, I can say that this is another gorgeous region to consider! But, of course, it will definitely add more time to your trip, so you’ll want to decide what your priorities are to create the dream itinerary for you.

Some folks decide to turn this into one epic vacation to also see Nova Scotia, and maybe Prince Edward Island and New Brunswick. But you’ll need at least two weeks for that kind of trip in order to actually have time to enjoy everything. And with only two weeks, I’d focus on just Maine and Canada.

Some folks, however, decide to break these into two separate trips, with one focusing on New England, and the other focusing on Canada.

The reason some people decide to combine them is because Maine is so close to Canada. Once you get to Bar Harbor and Acadia, you’re not far from the Canadian Border, and you also have the option to have the ferry from Bar Harbor to Nova Scotia.

If you’re interested in that kind of trip, be sure to check out my guide on traveling from Bar Harbor, Maine to Nova Scotia – I answer a ton of your questions there 😉

You May Also Enjoy Reading:

• Best Things To Do In New England
• Best Time To Visit New England
• Incredible New England Resorts & Spas
• Best Boston Hotels Near The Aquarium
• Awesome New England Gifts & Things To Buy During Your Visit
• Best Christmas Towns in New England
• Best New England Day Trips
• Summer In New England: Best Places To Go & Things To Do!
• Best Beach Towns In New England
• Things To Do In Boston In The Fall
• Gorgeous New England Islands Worth Visiting
• My Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary

That’s A Wrap On The Best 7 Day New England Road Trip Itinerary

Hopefully you’re now feeling ready to tackle planning your own adventure with this 7 Day New England Road Trip Itinerary! Even with 7 days, you can see so much of this gorgeous region and really cover a lot of ground. And, of course, if you have time to follow along on my 10 Day New England Road Trip Itinerary, that’s even better. But regardless of what you have time for, New England is always a good idea, and is always worth making time for. Happy planning!

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Home » North America » USA » New England

EPIC New England Road Trip Itineraries (2024)

Going on a New England road trip  has to be one of the best ways to experience the region! With your own vehicle, you’ll be able to go wherever you want, stay where you like, and see whatever you fancy.

New England has been charming visitors for a long time. Of all of the regions in the USA, New England has some the richest history (being the birthplace of the nation and all), some of the most exciting locals, and best seafood, period.

And the fall foliage in New England? What more can be said about this phenomenon that hasn’t be said by dozens of movies – it’s simply one of the most romantic sights in the USA.

New England is by no means cheap nor easy to travel without some guidance. In order to see the best of New England, and not drop a fortune while doing so, you’re going to need a little assistance.

Don’t worry – we have the insider information you need for an EPIC journey. So what are we waiting for?! Let’s get the ball rolling on your New England road trip itinerary!

Best Time of Year to Road Trip New England

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With something always going on, a road trip to New England is possible at any time of the year! In New England, summers are for beach trips, fall is for the foliage, winter is for skiing, and spring is for festivals.

If you can stand the occasional poor weather – the blinding snow and sometimes uncomfortable humidity – then you’ll do just fine in New England.

The climate in New England isn’t always agreeable, a fact that many residents will remind you of when you’re there. Winters are long and can be bitter cold and summers feel unfairly humid and short.

The Broke Backpacker is supported by you . Clicking through our links may earn us a small affiliate commission, and that's what allows us to keep producing free content 🙂 Learn more .

The weather in New England has a habit of being bipolar as well, appearing beautiful one moment only to turn to shit in a moment.

This doesn’t stop New Englanders from having a good time though as they seem to have something to do 365 days of the year. They take the weather with a grain of salt, as they should, and simply say, “if the weather’s no good, just wait 15 minutes (and it’ll be better).”

Outside of the mountainous regions, which can have Arctic qualities, there are no huge climatic swings in New England. Overall, temperatures are relatively cool and precipitation is spread throughout the year.

What makes New England feel so cold is the Canadian winds that come down and wreak havoc. These winds penetrate to the bone and can really ruin your day.

A thermometer may read 30 Fahrenheit but with the wind chill, it could feel like 0. Be sure to bring lots of layers and a windbreaker in the winter.

Fall in New England means changing foliage, the astounding beauty of which attracts every Joe Schmoe and his family to visit. If you’re on a road trip during this time, expect much higher prices and much less availability. Having said that, it’s one of the best places in the world to visit in September and October, so it’s worth it!

Get 15% OFF when you book through our link — and support the site you love so dearly 😉

Booking.com is quickly becoming our go-to for accommodation. From cheap hostels to stylish homestays and nice hotels, they’ve got it all!

Below is a list of sample New England road trip routes, from East Coast budget adventures to more comprehensive trips that cost a bit more. Varying from 4 to 14 days in length, they cover many of the top destinations in New England. Each itinerary provides day-by-day highlights, which are meant to give you some good New England road trip ideas.

The USA is  blisteringly beautiful. It’s also blisteringly expensive! Visiting two national parks in day can run you $70+ in entry fees.

Orrrr… you kick those entry fees to the curb, buy an annual ‘America the Beautiful Pass’ for $79.99,  and get unlimited access to ALL 2000+ federally managed sites in the States totally FREE!

You do the math. 😉

4-Day New England Road Trip Itinerary: Boston and the Cape

4 Days: Boston and the Cape

Arrive in Boston via Logan International Airport or by other means. Once you’re checked into your lodge and settled in, get ready to see the town!

Our  Boston itinerary  includes a visit to downtown Boston to see:

• Fenway Park
• The Freedom Trail
• Acorn Street
• Trinity Church
• Boston Commons

After that, head to bed because the next day we start again!

Today you’ll be getting off the beaten path in Boston.

• Southend for an authentic Bostonian experience
• Cambridge for Harvard and MIT
• East Boston for good food and views
• Walden Pond for transcendental fans
• Bunker Hill for history

Today we’re officially starting the drive, so have your car organized for a road trip to Cape Cod. Start driving on Highway 6 and then transfer to Highway 3 prior to the Cape Cod Canal. Once you’ve arrived, find your Cape Cod lodge/campsite and get set up.

Next, we’ll explore the Cape. Activities include:

• Lighthouses
• Charming settlements
• Trinket shopping
• Historical landmarks
• Biking and hiking
• Cape Cod Rail Trail

This is the last day of your short road trip from Boston. You can opt for a few different choices today.

Either consider visiting Nantucket Island or Martha’s Vineyard via the ferry. If not though, you can continue exploring the island and seeing what’s around.

When all is said and done, pack your things for a late flight in the evening or a flight the next day.

7 Day New England Road Trip Itinerary: New England’s Best Fall Foliage

7 Days: New England’s Best Fall Foliage

• Arrive at Logan International and organize your car; skip this if you’re coming by road from elsewhere.
• Hit the road immediately and head west on the I-90 and I-84 for Hartford, CT.
• Pass Hartford and continue onto the Litchfield Hills in West Connecticut.
• Spend the night in Kent, Cromwell or elsewhere.
• Admire the foliage.
• Depart from your lodge and head north on I-7 through the Housatonic Valley; red and gold foliage in abundance.
• Arrive at the junction between I-7 and Highway 2 near Williamstown.
• Highway 2 is colloquially referred to the Mohawk Trail, which offers some of the best of New England as well as excellent fall colors.
• Stay nearby and drive along the 2 to your heart’s desire.
• Drive on the Mohawk Trail if you haven’t already.
• When ready, head for Green Mountain National Forest of Vermont via I-7 again.
• Drive through the Green Mountains until Burlington.
• Grab a beer and chill for the night.

Today is a long but rewarding day.

• Depart from Burlington and head for Cambridge, VT.
• Hit the 108 and Smuggler’s Notch for excellent mountain views and foliage.
• Make your way east towards Bath, New Hampshire.
• Turn onto Highway 112 before Bath, which is the beginning of the Kancamagus Highway.
• Continue onto Lincoln, admiring the scenery along the way.
• Find a Lincoln Airbnb or stay in North Conway or elsewhere in the White Mountains.
• Finish the Kancamagus Highway (112), which terminates at Conway.
• Head north upon reaching Conway on Highway 16.
• Enjoy Mt Washington and White Mountain National Forest, which is particularly fantastic in fall.
• Turn onto I-2 and then again onto 113 to reach Evans Notch.
• Finish up and head south towards Portland for the night.
• Drive to Acadia National Park , which is one of the best places for fall foliage in New England.
• Make a tour around Mt Desert Island and get a full dose of autumn splendor and coastline.
• Spend the night around Acadia or back in Portland.
• Consider spending the night in Camden as there is excellent foliage here.
• Pack up and head back to Boston.
• Spend the day exploring the city.
• Get ready to depart that evening or the next day.

14-Day New England Road Trip Itinerary: Ultimate New England

14 Days: Ultimate New England Road Trip

Follow the first East Coast itinerary listed here  except  instead of returning to Boston at the end of day 4, relax and stay the night in Cape Cod. We’ll be moving on from there the next day…

• Depart from Cape Cod and hit I-6, which will take you all the way to Providence, Rhode Island.
• Explore the city and its architecture.
• Be sure to drop by one of the many breweries and brewpubs.
• Spend the night in or around Providence.
• Wake up and head directly for Newport via Highway 114.
• Spend the day exploring the opulent town.
• Be sure to visit the many mansions and estates as well as Fort Adams in the south.
• Depart when you’re ready.
• Drop by Narragansett for some beach time if you have time.
• Stop in Old Saybrook for the night or continue onto New Haven.
• Depart from your lodge and make your way north.
• Head to the state capital Hartford.
• Wadsworth Falls
• Buttermilk Falls
• Settle in Hartford for some culture and good partying or…
• Head to Litchfield Hills for a quieter night.
• Make your way up Knowledge Corridor or Housatonic Valley towards Vermont.
• Be sure to drop by the Mohawk Trail in Northwest Massachusetts for some scenery and history.
• Hit highway 7 and make the long drive to Burlington.
• Reward your hard work today with a beer.
• Spend the day exploring the Green Mountains of Vermont.
• Climbing the  Camel’s Hump .
• Hiking around  Mt Mansfield .
• Check out  Smuggler’s Notch .
• Rafting on the  Mad River .
• Spend the night in Burlington again.
• Depart from Burlington and head east towards Lincoln, New Hampshire via I-89.
• Arrive in the White Mountains and settle into whatever lodge/campground you have booked.
• Spend the remainder of the day in the mountains.
• Flume Gorge
• Mt Washington
• Franconia Notch
• Arethusa Falls
• Lonesome Lake
• If you arrived early enough, considering overnighting in a backcountry campsite.
• Wake up and knock off any remaining activities.
• Consider doing the full-day Presidential Traverse but, full-warning, it’s quite arduous.
• Lay your head down for the night, preferably around a campfire with a drink.
• Depart from the White Mountains and travel on Highway 302 to Portland, Maine.
• If you stay in Portland, visit the many maritime landmarks, trinket shops, and breweries.
• Spend the day exploring Acadia National Park.
• Taking a road trip around  Mt Desert Island .
• Climbing  Cadillac Mountain .
• Visiting  Jordan Pond .
• Relaxing on  Sand Beach .
• Walking around  Bar Harbor .
• Head to your lodge for the night.

Below is a list of the best road trip destinations in New England. Study them well and decide which ones you like the most.

Road Trip to Boston

Boston is the largest city in New England and, honestly, one of the coolest cities in the entire United States. With gorgeous architecture, some of America’s most important history, and hugely diverse demographics, there’s little chance you’ll run out of things to do in Boston .

Downtown Boston – the area with all the skyscrapers – is where you’ll find the majority of the city’s attractions. Notable points of interest in Boston Downtown include Fenway Park , the Trinity Church, Boston Commons, Acorn Hill , and the North End. You could easily hit all of these places in a few hours by walking.

North across the Charles River is Cambridge , home to the famously exclusive Harvard College and MIT . Both campuses are worth visiting – the former for traditional architecture and the latter for ultra-modern. The whole of Cambridge is pretty affluent, being inhabited by students and leaders in tech, but thankfully doesn’t suffer from too much snootiness.

South Boston is the home of the “southies” aka those people that sound like Matt Damon from Good Will Hunting . You can stay in Boston , take a look at my picks. Aside from the impressive JFK Library, there isn’t a whole lot to do here besides people watch, which is, admittedly, awesome.

Finally, across the Boston Channel and next to Logan International is East Boston, which is where most of the immigrants live. These means this is one of the best places in Boston to grab food! The views ain’t bad either.

While you’re travelling around Boston , be sure to also get outside of the city of as well! The historical city of Concord , as well as the hallowed Walden Pond , are both worth a day trip.

Road Trip to Cape Cod and the Islands

Cape Cod is a large, prominent peninsula located south of Boston. It is an immensely popular getaway destination due in part to its extensive coastline and profuseness of quaint coastal towns.

Combined with the ever-enchanting Martha’s Vineyard and Nantucket Island , both located nearby, and you have an assembly of some of the best of New England.

Cape Cod is a very large region, surprisingly so, and is broken into several districts. Because of its size, history, and prosperity, Cape Codians are very proud of their home and consider it more than just a tourist destination. There are loads of great places to stay in Cape Cod , if you fancy extending your trip!

There are several charming towns on Cape Cod that are worth visiting. Hyannis is most notable for the Kennedy Compound , which served as the holiday home for JFK and his family, as well the enormous Beech Tree on Main Street .

Fans of Kurt Vonnegut may also be interested in nearby Barnstable as it was his home for several decades. Affluent Chatham has one of the best lighthouses and local baseball teams on the Cape (Cape Codians are crazy for the sport).

Finally, Provincetown is famous for its artsy and expressive LGBT community.

Most everyone comes to Cape Cod to play in the sea as the peninsula has some of the best beaches in New England. Make no mistake, there are a lot of them too.

Stunning stretches of sand can be found at Nauset Beach, Lighthouse Beach, Sandy Neck Beach, Mayflower Beach, and pretty anywhere else along the Cape Cod National Shoreline Park . You may get lucky and even see a migrating humpback whale!

No road trip to Cape Cod is complete without a trip to Nantucket Island or Martha’s Vineyard – both are among the most desirable places to visit in New England, during summer especially so.

Martha’s Vineyard is full of grand residences for the rich as well as picturesque beaches. Nantucket is similar to Martha’s Vineyard but smaller and quieter. You can catch a ferry to either at Hyannis.

Road Trip to Rhode Island

Rhode Island has a little bit of everything. The largest city, Providence , is often considered a good alternative to Boston, and the surrounding state offers quintessential scenery including rugged coastline, quaint townships, and, of course, the fall foliage New England is so beloved for.

Providence is the third largest city in New England. For a long time, Providence had a bad reputation for being sketchy, crime-ridden, and corrupt but, following massive economic pushes, is currently undergoing an urban renaissance. It’s now a very appealing city thanks to its history with a bustling college scene, solid nightlife, and heaps of stuff to do .

Providence is a small city so getting around on a foot is a very reasonable task. Walk around and take note of the diverse architecture. Be sure to see the State House, the eclectic Brown University, the restored Arcade, and the First Baptist Church , among others, for a lesson in American architectural history.

For a languid afternoon, try visiting one of the many museums and/or parks in Providence. Certain neighborhoods, like Federal Hill, College Hill, and Downcity all offer nice urban panoramas as well. End your day at one of the many breweries in the city.

Rhode Island’s other noteworthy city is Newport . An opulent town, full of mansions and elegant avenues, Newport is a prime example of New England decadence. Rosecliff estate served as a setting in the recent Great Gatsby film and its neighbors – The Beakers and Marble House – are equally grandiose.

There is a thriving art scene in Newport and jazz, in particular, is praised here. There is an awesome jazz festival at Fort Adams. Festival or not, Fort Adams is worth seeing because it is one of the most important historical structures in New England.

Newport has many beautiful city beaches including Bailey’s, Easton, and Gooseberry. To see some real contenders for “best beaches in New England,” head across the Jamestown Verrazano Bridge to Narragansett . If you’re ever wondering where to stay in Newport, you should definitely consider staying in one of the more historic bed and breakfasts in Rhode Island there.

Coastal Connecticut Road Trip

Connecticut is an eclectic state visited often by both New Englanders and New Yorkers, the latter of which only live a short train ride away. It is a popular getaway for city folk who need a break from the grind and some time in rural New England.

With a lovely coastline, romantic countryside, and a number of dynamic cities, Connecticut is a great stop along any New England road trip route USA.

Connecticut can be broken down roughly into three parts: the coast, the “Knowledge Corridor,” and the countryside. This section will cover coastal Connecticut , which is a part of Southern New England.

Driving west along Highway 95 from Rhode Island, you’ll pass by some of the most beautiful beach towns in New England. Stonington is a good place to learn about the maritime history of the state – particularly at the Old Lighthouse Museum .

Old Saybrook is one of the prettiest coastal towns in Connecticut and is also a stone’s throw away from Gillette Castle . On the way to New Haven is Hammonasset Beach , which is the longest and busiest beach in the state. Make sure to stay in one of the stunning cabins in Connecticut to make the most out of all this natural scenery.

New Haven marks the beginning of a long stretch of urban development that spans all the way to New York state.

New Haven is most famous for Yale University , which is arguably the top attraction in the city. Being a college town, New Haven has a great art scene and nightlife. The pizza is also particularly good in this town.

As we continue further west along 95, we’ll pass by many more beautiful New England towns. There’s quiet Milford , which has a great beach called Silver Sands .

Next, you’ll pass through industrial Bridgeport . After that is upscale Stamford , glorified dockyard for millionaires from New York (there are some good beaches as well).

Finally, you’ll end up in Greenwich , which is one of the most admired towns in New England, due in part to its beauty and close proximity to New York.

There are a ton of awesome B&Bs in Connecticut where you can stay in a historical building and enjoy that welcoming East Coast hospitality.

Wanna know how to pack like a pro? Well for a start you need the right gear….

These are packing cubes for the globetrotters and compression sacks for the  real adventurers – these babies are a traveller’s best kept secret. They organise yo’ packing and minimise volume too so you can pack MORE.

Or, y’know… you can stick to just chucking it all in your backpack…

Road Trip through Connecticut and Massachusetts

The interior of Connecticut is dominated by the Knowledge Corridor , which hosts one of the densest collections of higher learning institutions, not to mention one of the largest populations in New England.

Travel outside this packed area and you’ll find some of some of the best of New England pastoralism including traditional townships, rolling hills, and a distinctive tranquility. Visiting either on a New England road trip provides excellent insight into the region.

Let’s start with the quieter section – the western part of Connecticut referred to as the Litchfield Hills. This part of the state is very rural with few inhabitants and even fewer visitors.

There are a number of beautiful New England towns here, including Kent , Cornwall , and New Milford , as well some lovely natural attractions like Kent Falls, Burr Pond, Candlewood Lake, and Mohawk Mountain . These are also some of the best places to visit in New England in the fall.

Moving along to our main destination, we first make for Hartford , Connecticut’s state capital and the beginning of the Knowledge Corridor. Hartford is considered one of the great culture capitals of the region.

There are several libraries and art collections dedicated to various historical figures, including Mark Twain, spread throughout the city. Reportedly, West Hartford also has a fairly active nightlife.

Outside of Hartford are a number of parks worth visiting. Examples include Enders State Forest/Falls, Buttermilk Falls , and Wadsworth Falls .

We continue our New England road trip north on Highway 91 through the Connecticut River Valley. This is the heart of the Knowledge Corridor, a title that refers to the huge concentration of colleges and universities in the area. This corridor runs all the way into Massachusetts and terminates in Springfield.

Springfield is a great city full of Victorian architecture and some of the coolest museums in New England. Be sure to visit the NBA Hall of Fame , if you’re interested in sports, as well as the Dr. Seuss Sculpture Museum , if you had a childhood.

Vermont Road Trip

True to its nickname, Vermont aka The Green Mountain State is a wild wonderland and a favorite playground for New England outdoors people. With some awesome skiing and hiking in addition to several fall foliage drives, which are among the best in New England, Vermont is a great escape from the more developed CT, MA, and RI. Here is the best opportunity to stay in a cabin in Vermont for a truly off-the-grid experience.

Starting in the south of Vermont, you’ll first arrive at the mountains from which the state gets its name, the Green Mountains . A subrange of the Appalachia, the Green Mountains are home to the state’s highest peaks as well as the best mountain activities.

Some of the best ski resorts in Vermont are Sugarbush, Stowe Mountain, Killington, Mount Snow , and Jay Peak. Though the slopes aren’t as epic as say those in Colorado or Oregon, they still get dumped on with snow and have decent runs.

If skiing isn’t your bag, why not try portions of the Green Mountain Long Trail ? This extension of the Appalachian Trail is noteworthy for hitting all the range’s highest peaks but is, for this reason, difficult at times.

Casual hikers and campers can also take advantage of the many free backcountry campsites and quaint bed and breakfasts in Vermont .

Other natural attractions worth visiting in Vermont are the Mad River, Quechee Gorge, Camel’s Hump , and the many gorgeous lakes – most notably Lake Willoughby and Lake Champlain.

Montpellier is the state capital of Vermont though Burlington is the largest and most exciting in the state.

Burlington is famous for being a hippy town as well as drop dead gorgeous because it lies on the banks of Lake Champlain. Burlington makes for an excellent base for exploring Vermont’s outdoor spaces with many quality bike paths for cycling enthusiasts.

Like any good liberal college town, Burlington has plenty of bars, and the breweries, in particular, are excellent. You ca check out Airbnbs in Vermont for cozy and comfortable stays.

Road Trip to New Hampshire

New Hampshire is very similar to Vermont in that it’s mostly visited for its epic settings and free-spirited culture. With the highest peak in all of New England, Mount Washington , as well as the beautiful White Mountains , New Hampshire is another great New England road trip destination for adventurous travelers.

If you’re on a summer New England road trip, then you’ll obviously want to hit the trails in New Hampshire. This state has some of the best hikes in New England in addition to some decent summits.

As previously mentioned, Mt Washington is the highest peak in New England and can be summitted in a day either by foot or by cog train (that’s cheating though). Be mindful of foul weather.

New Hampshire’s Mt Monadnock is argued to be the second most climbed peak in the world next to Mt Fuji, but many don’t count Monadnock because it has no glacier. (Mt Hood in Oregon is the second most climbed glaciated peak in the world.)

Another rewarding and arduous hike is the Presidential Traverse where you navigate across 11 of the state’s highest peaks. Also consider visiting Lake Winnipesaukee , Franconia Notch, Arethusa Falls, Lonesome Lake , and the Flume Gorge .

Those on a winter or spring New England road trip will be happy to hear the skiing is also quite good in New Hampshire. Popular ski resorts include Loon Mountain, Bretton Woods, Cannon Mountain , and Waterville Valley .

New Hampshire is pretty sparsely populated and there aren’t too many bustling urban centers here. There are a couple of little towns worth stopping in still.

Hanover is home to the famous Dartmouth University and is gorgeous in its own right. Jackson is a gorgeous place to stay in the White Mountains and makes for a great base. Finally, Portsmouth is one of the most historically significant towns in New England and, more importantly, has great breweries.

Road Trip on the Maine Coast

Maine will be a highlight for any New England Coast road trip! With epic seascapes and even more epic seafood, Maine has a lot to offer.

Many people have fallen in love with Maine’s coastline, too many perhaps. Coastal Maine isn’t exactly hidden these days and so anyone on a summer road trip in New England will have to deal with large crowds.

You can definitely get off the beaten path in Maine but that is a topic that we will be discussing in the next section .

Driving from Portsmouth, NH, you’ll head north on the 95 to Portland , Maine, catching glimpses of the shoreline along the way. You’ll pass by several of Maine’s best beaches and towns including York, Ogunquit, Cape Elizabeth , and Goose Rocks . Upon arriving in Portland, you may think that it’s a small coastal town but is, in fact, the largest “city” in the state.

Portland is one of the best places in New England, ridiculously charming and full of quaint little attractions. You’ll learn a lot about its maritime history at the Old Port and also be afforded the opportunity to shop for artisanal souvenirs. The seafood is obviously excellent in Portland and the beer is especially delicious if not abundant.

Moving on from Portland, we continue our New England coast road trip deeper into the state. Driving on the 1 you’ll have lots of opportunities to visit the coast. Boothbay is an elegant destination, Camden is gorgeous, and Popham Beach is arguably one of the best beaches in New England.

Our ultimate destination is Acadia National Park , the only national park in New England. It is a superlative place with some astounding scenery, not to mention some of the best hikes in New England.

Spend the night in the charming seaside town of Bar Harbour , where you’ll get to try Maine’s famous cold lobster roll. You’ll find some epic Maine B&Bs here run by friendly locals.

Then go for a drive around Mt Desert Island , the island on which Acadia is located, and then explore local sites like Jordan Pond and Sand Beach . Note that you’ll have to pay an entry fee for Acadia.

Below is an overview of the Great North Woods of New England, arguably the wildest place in the Northeast. Those with the will and proper transport will be rewarded with virgin woods, pristine rivers, and an abundance of local wildlife.

Great North Woods

The Great North Woods is one of the quietest, most underdeveloped, and most beautiful places in New England. It refers to the extremely wild and untouched woodlands of northern New Hampshire, Vermont, and Maine that separate New England from Canada.

With little, if any tourist infrastructure, the Great North Woods should be an awesome adventure for anyone looking for a proper USA backcountry experience on their New England road trip.

There are a fair bit of activities in the New Hampshire part of the Great North Woods. Many of New England’s best waterfalls are in this region including the spectacular Beaver Brook Falls . There’s a very complex and thorough network of trails here as well that penetrates deep into the woods.

You can drive to Great North Woods in Maine from New Hampshire via Highway 16 and pass some excellent scenery along the way. This area is one of the best places to visit in New England in the fall because of the spectacular foliage. Be careful of moose though! These giants will run into the road sometimes and seriously ruin your car.

Maine’s North Woods is expansive and is probably the most remote part of New England. It is, in fact, so out-there that certain counties like Aroostook are not even officially incorporated into the state and so have no “official populations.”

Stories of the wood’s frightful and fantastic inhabitants still circulate to this day as well, like that of the vengeful wendigo or of the murderous ding-balls.

Interior locations like Baxter State Park and Mt Katahdin are the most “accessible” places in Maine’s North Woods. Surrounding these is 100 Mile Wilderness , which is often visited by ACT hikers. If you want to travel further than these locations you may need a 4×4 as paved roads are no longer guaranteed.

If you can make it, the Allagash Wilderness is one of the great river adventures in America. Navigable only by canoe or raft, there is nothing out here besides moose, fish, and untouched landscapes.

A road trip through New England ain’t going to be cheap, folks. With the high costs of living and high demand, New England has some of the steepest hotel rates and dining prices in the USA.

That’s no reason not to visit New England in the first place though! You have us, after all. 🙂

We at The Broke Backpacker are constantly looking for new ways to save on travel and have a whole repertoire of useful tips to share with y’all. Even if we are unable to travel for $10/day like in our favorite countries (let’s be real here), we can at least help you minimize expenses to the utmost degree.

The average daily budget for a New England road trip is between $200-$250 – this includes gas, a rental car, lodging, food, drink, and entry fees.

On any road trip, New England or otherwise, the largest cost will be gas . This expense will always sneak up on you because it can be difficult to properly gauge how much you will actually use.

Lodging is also expensive in New England. Try and camp out as much as possible to lower your daily budget significantly. Take advantage of the cheaper public campsites and occasional backcountry site, which are sometimes free. Stay in hostels as well – they’re not so bad in New England.

Food costs are something you can control as you will have the option of cooking cheaply at home or the campsite. Dining is expensive in New England so be picky about how many lobsters you eat and clam bakes you attend.

Below is a breakdown of the average costs of a road trip in New England.

Average Costs of a New England Road Trip

Rental car : $50-$150

RV rental :  $100-$300

Gallon of gas:  $2.74

Private AirBnB home:  $140

Hotel room:  $150

Hostel:  $25-$35

Campground:  $10-30 (sometimes free!)

Sandwich:  $6-$9

Beer at a bar:  $5-$8

Coffee:  $3-$4

Bottle of Whiskey from the market:  $25

Dinner for two:  $35-$60

Best Places to Stay in New England on a Budget

Camping in new england.

Camping in New England is either done on public land, private land or in the backcountry . Each type offers different sorts of amenities and at different prices.

Private campgrounds usually have more amenities and can accommodate more types of campers. RV parks, hookup sites, and other sorts of demanding camping (we hesitate to use the word “glamping”) are usually found at private camps.

Private camps usually have lots of communal facilities like a kitchen and showers. Because of their greater comfort, private campgrounds are usually more expensive.

Camping on public land, run either by the state or the feds, is usually more basic. Electricity is possible as is the occasional shower but don’t expect the resort-like services that private campgrounds have. Fortunately, prices are far more reasonable at public campgrounds.

Both public and private campsites fill up quickly in the fall. Many take reservations though and we suggest you do this if you’re going on a fall foliage road trip in New England.

Backcountry campsites, being located on either private or public land, are harder to access but have the benefit of being extremely cheap if not totally free . These campgrounds usually require a hike or maybe a water taxi to reach, which makes them difficult and unattractive for the average camper.

The backcountry campgrounds are also very primitive, often with no restrooms and maybe running water. For the intrepid, these campgrounds can be very ideal as they’re super quiet, wild, and, as previously mentioned, usually free!

Backcountry campsites are usually found in the mountains, around the lakes, and on the remote islands of New England. Use this search engine for a compendium of free camping in New England .

Always have of plenty of powerful bug spray and mosquito repellent on you. Mosquitoes are a plague in the summer. Be sure to also wear long clothing to protect yourself from ticks when hiking in the backcountry. Local ticks often carry Lyme Disease, which is an autoimmune disorder with no cure.

Drink water from ANYWHERE. The Grayl Geopress is the worlds leading filtered water bottle protecting you from all manner of waterborne nasties.

Single-use plastic bottles are a MASSIVE threat to marine life. Be a part of the solution and travel with a filter water bottle. Save money and the environment!

We’ve tested the Geopress  rigorously  from the icy heights of Pakistan to the tropical jungles of Bali, and can confirm: it’s the best water bottle you’ll ever buy!

Renting a Car or Campervan in New England

Renting a car is the most popular way of getting around New England. There are a myriad of car rental agencies here that offer varying deals and varying models.

To find the best rental car deal in the USA, use search engines that compare the prices from individual companies. We personally like using rentalcars.com as they’ve never failed to give us a great price.

You can also rent and travel in a campervan , which means you don’t have to worry about packing camping gear. You will have to empty and refill the various wascampete and water tanks though, which will require a visit to the proper facilities. RVs also cost more to rent, use more gas, and demand higher prices at campgrounds. We suggest booking a campervan with Outdoorsy as they usually have a good selection and good prices.

Make sure you also purchase a RentalCover.com policy to cover your vehicle against any common damages such as tires, windscreens, theft, and more at a fraction of the price you would pay at the rental desk.

The roads in the Northeast are generally very good and a sedan or economy car should deliver you to most of New England’s top destinations. Only in the most remote portions of the Great North Woods, will the roads be so bad that you need 4×4 or at least high clearance.

If you’re on a road trip in New England during the winter and want to go to the mountains, you will definitely need all-wheel or 4-wheel drive.

Getting Insured for a Road Trip through New England

Concerned about staying safe in the USA? Well don’t be! Just make sure you’re insured, and you drive carefully.

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

New England is no doubt one of the most idyllic regions of the US. Quaint coastal towns and some of the best foliage in the country are but two reasons to take a road trip here–but there are so many more.

Hopefully, you now feel more prepared on where to go and what to do on YOUR New England road trip.

But rest assured that regardless of which spots you’re bound to find beauty, history and a whole lot of delicious seafood.

So what are you waiting for? The open, rural roads of New England awaits!

Updated February 2023 by Samantha Shea

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Wow! great article and suggestions.

thank you for all of the advinces it helps, can t wait to visit New England Vermont Maine, xxx

Lake placid in the Adirondack Mountains also a try while stop. There are several private and New York State campgrounds nearby.

Thank you for mapping this all out. I live in New England and would love to visit many of these places.

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New England’s 16 best beaches for families

We asked beachgoers to reveal their family-friendly favorites, and these are the ones that floated to the top. tell us: what’s yours.

Crane, Good Harbor, Singing, Wingaersheek: Those are the iconic beaches that get a lot of love each year, and for good reason. They’re gorgeous, expansive, and relaxing — if you can get in, that is. Parking requires a strategy, crowds can be intimidating, and greenhead flies are downright painful. What about a few other, lesser-known sandy expanses? I asked beachgoers to reveal their family-friendly favorites, and 16 names floated to the top.

As always: Do your homework before setting out regarding high and low tides, parking regulations, and lifeguard hours.

Cahoon Hollow Beach, Wellfleet : This sandy stretch earns points thanks to The Beachcomber, a family-friendly restaurant right on the water with a large kids’ menu (and live music late into the night, if you have a baby sitter). Pay $30 to park on-site, hang at the beach, and get a voucher toward food and merch. 1120 Cahoon Hollow Road, Wellfleet, www.wellfleet-ma.gov/beaches

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Crescent Beach State Park, Cape Elizabeth, Maine : Minimal crowds, lots of wildlife and tide pools, and easy parking. What’s not to love? (Hungry seagulls, for one thing.) Stop for ice cream at the nearby Kettle Cove Ice Cream and Shack on your way home. 109 Bowery Beach Road, Cape Elizabeth, Maine, www.maine.gov/dacf

Devereux Beach, Marblehead : Regulars appreciate clean facilities, picnic areas, and a friendly snack bar at this low-key hangout. The sand is a bit coarse, but the slides at the on-site playground are smooth. 99 Ocean Ave., Marblehead, www.marblehead.org/recreation-parks-department

Green Harbor Beach, Marshfield : Fans shout out the walking-distance Green Harbor General Store (grab a deli sandwich before hitting the beach) and Green Harbor Lobster Pound (stop for dinner afterward), plus the option to walk all the way to Duxbury Beach if you want to get some steps in — or if you want to escape your kids. Beach St., Marshfield, www.marshfieldpolice.org/marshfield-beaches

Jenness State Beach, Rye, N.H.: Dramatic waves, and the Summer Sessions Surf Shop right across the street offering kids’ and grown-up lessons, make this a prime spot to people-watch. Well-maintained facilities and fairly easy street parking up the road add to the allure. Pro tip: Drive a few minutes north on Ocean Boulevard for the best lobster roll of your life (served on a husky burger bun) at Petey’s Summertime Seafood before heading home. 2280 Ocean Blvd., Rye, N.H., www.nhstateparks.org

Lynch Park, Beverly: This one gets raves for ample parking, soothing surf, outdoor summertime concerts, and an on-site playground and splash pad. 55 Ober St., Beverly, www.bevrec.com/the-park

Mother’s Beach, Kennebunk, Maine: This is where you’ll find me with a trashy novel or a trashier podcast. There’s plenty of free, nonresident parking along the windy roads adjacent to the beach (pretend you own one of the estates nearby); as well as a playground, terrific waves, and plenty of tide pools for crabbing. Visit Bennett’s down the road for an enormous to-go sub — truly, one sandwich could feed three people — before you set up shop. 263 Beach Ave., Kennebunk, www.kennebunkmaine.us/308/Beaches

Nahant Beach Reservation, Nahant : Speedy access from the city makes this “a hidden treasure,” raves one beachgoer, despite the bold seagulls who enjoy swiping sandwiches. Savvy swimmers arrive by 9 a.m. for the easiest parking and leave by noon, before the crowds appear. “We’d go there several days each summer, leave around lunch, and stop at Alive and Kicking in Cambridge for lobster sandwiches” before going home to nap, advises another fan. Nahant Road, Nahant, https://www.mass.gov/locations/lynn-shore-nahant-beach-reservation

Nantasket Beach Reservation, Hull: Fans appreciate the mild surf and clear water (“you can be up to your neck and see your toes,” raves one regular). For maximum nostalgia, the Paragon Carousel is a short stroll away. 212 Nantasket Ave., Hull, www.mass.gov/locations/nantasket-beach-reservation

Old Silver Beach, Falmouth: OK, first things first: The parking lots fill up quickly and is often staffed by beleaguered teens, so arrive close to 9 a.m. or closer to 4 p.m. But once you’re there? Lots of warm tide pools to explore, clean facilities, and the on-site Burger Shack, with a vast menu of snacky classics. 296 Quaker Road, Falmouth, www.falmouthma.gov/151/Beach

Rexhame Beach, Marshfield: Go after 5 p.m. for $5 parking and a sunset scramble in the dunes, which fans compare to those in Truro (minus the traffic). 325 Standish St., Marshfield, www.marshfieldpolice.org/marshfield-beaches

Rock Harbor Beach, Orleans: Regulars appreciate the mellow vibe, drama-free parking (basically unheard of on the Cape) and mile-long, low-tide strolls. Bayview Drive, Orleans, www.town.orleans.ma.us/544/Natural-Resources

Salisbury Beach State Reservation, Salisbury: Americana at its finest: big waves, soft sand, clean bathrooms, and easy on-street parking (especially if you arrive before 10 a.m. or so). Joe’s Playland is nostalgia central, with ice cream, an arcade, mountains of fried seafood, and a new carousel. 15 Broadway, Salisbury, www.mass.gov/locations/salisbury-beach-state-reservation

Salty Brine State Beach, Narragansett, R.I.: This smallish, toddler-friendly beach has manageable waves, soft sand, on-street parking, and a concession stand. Plentiful boats and ferries floating past add to the atmosphere. Go early or late; it fills up fast. 254 Great Road, Narragansett, R.I., riparks.ri.gov/History-HistorySaltyBrine

Skaket Beach, Orleans: This bayside beach has warm, shallow water and gentle waves (your humble correspondent learned to swim here); parents also appreciate clean facilities and outdoor showers. Skaket Beach Road, Orleans, www.town.orleans.ma.us/544/Natural-Resources

Winter Island, Salem: Nothing frightening here, just affordable parking (including for RVs) and serene waves on Waikiki Beach. Bonus: It’s a Salem Trolley stop, if you’re in the mood for sightseeing. Salem Willows Arcade and Park is a 10-minute walk. 50 Winter Island Road, Salem, www.salemma.gov/winter-island-park

Kara Baskin can be reached at [email protected] . Follow her @kcbaskin .

7 Best Beach Towns In New England This Summer

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• New England's beach towns offer a blend of history, natural beauty, and adventure for a perfect summer getaway.
• Newport, Rhode Island, Kennebunkport, Maine, and Provincetown, Massachusetts are must-visit destinations with unique charms.
• From picturesque coastlines to vibrant arts communities, these beach towns in New England cater to all interests.

New England, a region steeped in history and natural beauty, boasts a collection of picturesque beach towns that offer the perfect blend of relaxation, culture, and adventure. From the charming coastal villages of Maine to the historic seaport towns of Massachusetts and Connecticut, each destination provides a unique and unforgettable experience on the East Coast.

Whether you’re seeking a tranquil beach vacation, an artistic escape, or a journey through history, New England’s best beach towns have something for everyone. In this list, we’ll explore several of the best beach towns New England has in store during summer. Some are famous beach towns that lots of tourists flock to, while others are much more underrated New England coastal towns that are worthy of a summer visit.

This Creepy Flying Spider Is Taking Over New England

Arachnophobes, brace yourselves for a Joro invasion. And no, this is not an upcoming Hollywood horror movie.

7 Newport, Rhode Island

Main beaches: easton's beach and sachuest beach.

Newport is easily one of the most beautiful towns in Rhode Island ; it's a historical gem that seamlessly blends its rich past with modern attractions. This charming town is famous for its stunning mansions, breathtaking ocean views, and scenic Cliff Walk.

Visitors can explore the historic Thames Street, lined with boutique shops and waterfront restaurants, and enjoy the Newport Folk Festival. With its unique blend of history, culture, and natural beauty, Newport is a must-visit destination for anyone seeking a relaxing summer getaway.

It's easier to get around this beach town on foot since most of the major hotels are close to the beaches and other popular attractions.

6 Kennebunkport, Maine

Main beaches: kennebunk beach and gooch's beach.

Kennebunkport, Maine, offers tons to do and see in summer. It's a charming seaside town known for its maritime heritage and scenic beauty. Visitors can relax on Goose Rocks Beach and Colony Beach, explore the tranquil hiking trails in Rachel Carson National Wildlife Refuge, and enjoy the town’s unique shops and galleries.

Take a lobster boat tour or visit the Seashore Trolley Museum to experience the town’s rich history and culture. With its picturesque coastline and charming downtown, Kennebunkport is a perfect destination for a relaxing summer beach vacation.

5 Provincetown, Massachusetts

Main beaches: race point beach and herring cove beach.

Provincetown is considered one of the most popular small summer towns in New England with the best beaches . A vibrant arts community known for its stunning beaches and welcoming atmosphere, visitors here can enjoy beautiful sunsets at Herring Cove Beach and Race Point Beach, explore the Provincetown Art Association and Museum, and experience the town’s lively culture.

Don’t miss the iconic Pilgrim Monument and the bustling Commercial Street, lined with unique shops and restaurants. Boasting a rich history, artistic vibe, and stunning beaches, Provincetown is a must-visit destination for anyone seeking a fulfilling summer beach getaway in New England.

9 Must-Visit National Parks In Massachusetts

The state of Massachusetts hosts a collection of national park sites that combine natural landscapes and historical significance.

4 Mystic, Connecticut

Main beaches: esker point beach and williams beach park.

Mystic is a historic seaport village known for its maritime heritage and charming downtown. Visitors can explore the Mystic Seaport Museum and Mystic Aquarium, relax at Williams Beach Park, and enjoy the town’s unique shops and restaurants.

Take a sailing tour or visit the Mystic River Historical Society to experience the town’s rich history and culture. With its picturesque coastline and charming downtown, Mystic is a perfect destination for a relaxing summer vacation.

3 Ogunquit, Maine

Main beaches: ogunquit beach and footbridge beach.

Ogunquit is a picturesque town known for its stunning coastline and artistic community. Tourists can enjoy family-friendly fun at Ogunquit Beach, explore the breathtaking views of the Marginal Way, and experience the town’s vibrant arts scene.

Don’t miss the Ogunquit Playhouse and the charming Perkins Cove, lined with unique shops and restaurants. Overall, this gorgeous New England beach town is famous for its stunning coastline and artistic vibe, making it perfect for anyone looking for an artistic and relaxing summer getaway by the sea.

7 Easiest Hikes In New England

These easy hikes allow all types of hikers to enjoy the stunning landscape across New England's rolling hills, lush forests, and flowing rivers.

2 Nantucket, Massachusetts

Main beaches: surfside beach and madaket beach.

Nantucket is a historic island known for its beautifully preserved architecture and upscale vacation atmosphere. Visitors can relax on Surfside Beach and Jetties Beach, explore the island’s bike paths and walking trails, and enjoy the Nantucket Historical Association.

This famous New England beach destination is also famous for its iconic lighthouses and charming cobblestone streets, which are beautifully lined with unique shops and restaurants. Home to history, stunning beaches, and a charming downtown, Nantucket is a perfect destination for a New England summer vacation.

1 Chatham, Massachusetts

Main beaches: chatham lighthouse beach and oyster pond beach.

Chatham is a truly gorgeous beach town that effortlessly combines its rich history with modern charm, making it one of the cutest towns in New England to visit this year . This quaint town is renowned for its historic lighthouses, stunning ocean views, and scenic beachfront promenade.

Visitors can enjoy a stroll along Main Street, lined with boutique shops and seafood restaurants, and attend the Chatham Summer Concert Series. With its unique blend of history, culture, and natural beauty, including its beautiful sandy beaches, Chatham is an ideal seaside destination for a quintessential New England summer escape.

Money blog: World's best airlines ranked

Welcome to the Money blog, your place for personal finance and consumer news and advice. Let us know your thoughts on any of the topics we're covering using the comments box below.

Wednesday 26 June 2024 11:59, UK

• Qatar Airways voted world's best airline this year - see where the others ranked
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No one could have failed to notice the rocketing price of olive oil over the last couple of years - and it's been just as bad in Spain, where it is an integral part of the Mediterranean diet. 

The Spanish government has now said it will temporarily ditch the sales tax on olive oil to help consumers cope. 

Spain is the world's leading producer and exporter of olive oil, and last year Spanish households consumed an average of six litres per person. 

However, the country's agriculture ministry says prices have surged by 272% since September 2020. 

The Money team wrote this piece in March about why that's happening... 

The Spanish government had already cut the sales tax on olive oil from 10% to 5% as part of an anti-inflation package.

Now they've said no sales tax will be applied from July until September, when it will be taxed at 2% until the end of the year. 

From then on, it will be taxed at 4%. 

Spanish treasury minister Maria Jesus Montero said the decision reflects "the importance of olive oil in the Mediterranean diet and a healthy lifestyle". 

The "Oscars of the aviation industry" has taken place and Qatar Airways has come out on top. 

Qatar Airways was named the overall winner, as well as first in the business class, business class lounge and Middle East categories, at Skytrax's World Airline Awards last night. 

It's the eighth time it has been awarded the best in class. 

Last year's winner, Singapore Airlines, came second, followed by Emirates, ANA All Nippon Airways and Cathay Pacific. 

British Airways was the highest-ranking UK airline in 13th place.

Europe's best airline was named as Turkish Airlines, while the continent's top low-cost airline was Spanish company Volotea. 

The rankings are based on airline passenger satisfaction surveys across more than 100 countries between September 2023 and May 2024. 

Other notable names to make the top 100 were: Ryanair (63), easyJet (66), Jet2.com (68) and Tui Airways (83).

These are the airlines that made the top 20: 

1. Qatar Airways 2. Singapore Airlines 3. Emirates 4. ANA All Nippon Airways 5. Cathay Pacific Airways 6. Japan Airlines 7. Turkish Airlines 8. EVA Air 9. Air France 10. Swiss International Air Lines 11. Korean Air 12. Hainan Airlines 13. British Airways 14. Fiji Airways 15. Iberia 16. Vistara 17. Virgin Atlantic 18. Lufthansa 19. Etihad Airways 20. Saudi Arabian Airlines. 

By James Sillars , business reporter

Two issues are dominating the behaviour of investors at the moment: US inflation and the snap parliamentary election in France.

Uncertainty over the two has been driving a topsy-turvy performance on stock markets as any scrap of evidence over the potential timing of a US interest rate cut is seized upon.

A sticky inflation picture across the pond – as we have witnessed here – has pushed back Federal Reserve and therefore market expectations for a reduction in borrowing costs.

The next big number awaited is the latest personal consumption expenditures price index, a closely watched inflation indicator at the US central bank.

A weaker than expected number could see a boost for shares globally after a volatile few weeks.

Following a 0.4% decline yesterday, the FTSE 100 opened 0.4% up at 8,285. 

Among the wider shares doing well were those of AO World, up more than 3%.

The online electricals retailer raised growth targets for its current financial year after profits over the 12 months to the end of March beat market expectations.

The pound and dollar have benefitted amid struggles for the euro over the past couple of weeks.

Much of that has been down to election speculation in France where Marine Le Pen's National Rally (RN) is leading first-round polling.

The election was called by President Emmanuel Macron after RN's strong gains in the recent European elections, sparking a renewed market focus on the French economy and the potential knock-on effects for the euro area.

France has a debt to GDP ratio of 110%, meaning its debt is more than the value of its annual output.

There is a budget deficit of 5%. EU rules allow for just 3%.

The market's worry, according to analysts, is that if the far-right RN were to win big in the first round, then voters may take a tactical turn to the left in the second.

It is a concern for France and the wider euro, they said, because a left-wing alliance influence in government would seek even greater public spending commitments than RN has made.

French government borrowing costs have soared since the election announcement.

Earlier this month, the risk premium France pays for its debt on top of Germany's neared levels last seen in 2012.

Quorn has been known for decades as a producer of meat-free alternatives - but in a new venture, it will be blending actual pork sausages with fake meat. 

The company has said it wants to reach consumers who are cutting down on their meat consumption but who are not going entirely vegetarian or vegan, according to a report in The Grocer . 

The new products include burgers and sausages, and will contain Quorn's mycoprotein blended with meat. 

They will be available by the end of the year within the NHS and from some food service operators. 

Marco Bertacca, Quorn's chief executive, told the publication that appealing to meat eaters "represents the majority of people, and so it is a massive opportunity to decarbonise part of the food system and improve public health".

"Once upon a time we were effectively competing with the meat industry – only making products that were alternatives to theirs, and encouraging people to switch," he said.

"There have been attempts in the past to make products like burgers and sausages with a blend of meat and plant-based ingredients like soya and pea protein, but the products have not delivered for consumers."

It told Sky News that it is still in the development stages of its catering partnerships but it has had "fantastic" feedback on the quality of the products and impact on sustainability targets so far. 

Livestock farming accounts for about 15% of global greenhouse emissions, according to FAO data. 

Every Wednesday we ask Michelin chefs to pick their favourite Cheap Eats where they live and when they cook at home. This week we speak to the highly celebrated Shaun Rankin from Michelin-starred Shaun Rankin at Grantley Hall - who won the Great British Menu dessert course in 2009.

Hi Shaun , c an you tell us your favourite places in North Yorkshire  where you can get a meal for two for less than £40?

North Yorkshire is bountiful in its selection of brilliant places to dine and we're incredibly lucky to have so many eateries on our doorstep.

My first recommendation would be the Blue Lion , a traditional country pub nestled within the picture-perfect village of East Witton in the Yorkshire Dales. Enjoy a scenic walk through the surrounding countryside before stopping off for lunch – their light lunch menu includes personal favourites such as croque madame with a rocket salad and Black Sheep-battered fish and chips.

If you're heading in to explore the characterful charm of Ripon, a trip to Oliver's Pantry is a must. They do great coffee alongside a delicious all-day brunch, an array of sweet treats and their seasonal lunch menu packed with fresh homemade dishes.

What's your go-to cheap meal at home?

Chicken pesto pasta with mushrooms and broccoli - a delicious, easy dish to prepare and packed with nutrients.

My tip for this dish is to buy a whole chicken and roast it whole – it's so much more cost-effective than buying chicken breast or thigh, and you can enjoy several meals from just the one bird. With the leftovers I'll prepare a simple soup by making a chicken stock from the carcass, or perhaps a comforting bowl of chicken egg fried rice with the meat, so nothing is wasted. 

We've spoken to lots of top chefs and bloggers - check out their cheap eats from around the country here...

Those looking to drive to polling stations can park for free this general election.

JustPark are offering drivers 30 minutes of free parking near polling stations on 4 July.

They will need to pre-book online or via the JustPark app, however. 

"We believe that everyone should have the opportunity to vote, but know that on the day it isn't always that straightforward," Mary Corrie, managing director of Just Park UK, said.

"By offering free parking on election day, we hope to make it easier for all voters, especially those with mobility issues or who are short on time, to find a place to park near their polling station. 

"This is the second time we have offered this service, following its great success in the 2019 election, and we are confident it will help to get people to the polls once again."

EDF and Utilita have been ranked the worst suppliers for customer service, as ratings across the industry reached their lowest point, according to Citizens Advice .

One of the highest-scoring suppliers this time last year, EDF fell to the very bottom of the table after its average call waiting times jumped from just under a minute to more than five minutes.

Average customer ratings between January and March for all firms fell by 10.5% compared with the same period in 2021.

"Citizens Advice has long called for Ofgem to be given stronger powers to hold suppliers to account on customer service. That must include tackling the complaints backlog before next winter," said Citizens Advice chief executive Dame Clare Moriarty.

At the bottom of the table, both Utilita and EDF scored 2.1 out of five stars, followed closely by British Gas on 2.4.

Dale Vince's Ecotricity topped the rankings with 3.8, followed by Outfox the Market and Ovo Energy, both scoring 3.3.

Among the other big suppliers, E.ON Next scored 3.0, Scottish Power 2.9 and Octopus 2.5.

An EDF spokeswoman said: "We recognise our call answer times haven't been up to the high standards we set ourselves and we're committed to doing better."

The company has recruited and trained more people at its Sunderland, Brighton and Exeter offices, she said.

She added EDF were nearing the end of a "complex transfer of our residential customers to a new IT system, resulting in more customers getting in touch as we navigate this process".

Utilita said: "We must not underestimate how savvy consumers are today. They will realise the star rating contradicts other market-wide supplier assessments – including those of Ofgem, Trustpilot and Which? – where Utilita performs consistently well.

"As such, we look forward to ongoing dialogue to close the gap between the perception the Citizens Advice star rating gives, and the reality other rankings provide."

Two Bristol-based start-ups are trialing whether urine passed at Glastonbury festival can be used as eco-friendly fertiliser, reports The Times .

Peequal, which provides the UK's largest music festival with female urinals, and NPK Recovery have developed a way to recover nutrients that encourage plant growth from waste, such as nitrogen and potassium.

This week, Peequal will collect thousands of litres of festival-goers' urine to be processed at NPK's lab, before it is administered to plants in a greenhouse.

Premier League clubs raked in a record £6bn in revenues in 2022-23, but their combined losses grew too - by 16%.

Deloitte's Sports Business Group report found pre-tax losses for the top-flight clubs of £685m over the period.

Wages and costs associated with player transfers were blamed for the red figure.

Read more here ...

Thames Water is not in line for nationalisation should Labour win the election, its shadow business and trade secretary has said.

"I wouldn't want to see a nationalisation. I think there should be a solution that falls short of that," said Jonathan Reynolds in a Bloomberg TV election debate.

Thames Water has been plunged into crisis, with representatives of its multinational syndicate of shareholders refusing to inject the billions of pounds of funding required to bail it out.

Just one week ago, Nvidia became the world's most valuable company.

The chipmaker - whose shares had risen nine-fold since the end of 2022 -  overtook Microsoft  as its stock market valuation reached $3.34trn (£2.63trn).

Since then, the shares have fallen by 13%, declining in each of the last three trading sessions.

That has been enough to clip more than $500bn (£394bn) from  Nvidia's  stock market valuation.

So what's going on?

Read my analysis here ...

Amazon has announced another Prime Day sale next month. 

The discount event, which is only available to Prime members, will be held on 16 and 17 July. 

It typically takes place twice a year - once in July and again in October, with deals dropping regularly on a range of products. 

Based on last year's event, Which? expects the online giant to offer discounts across most of its departments, including electronics, kitchen appliances, baby products and health and personal care.

The consumer website predicts an Amazon Fire TV Cube, Ring Stick Battery Cam, Instant Pot Vortex 4-in-1 air fryer and Shark cordless vacuum could be some of the big ticket items on sale. 

If you aren't already a Prime member, you might be able to sign up for a free trial before the sales begin, and then cancel it before you get charged. 

To do this, you should cancel within 30 days, or you'll be switched automatically onto a regular membership, which is £8.99 a month.

If you're a student, you can get six months for free. You'll need to prove your course enrolment by providing Amazon with your university email address. 

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