michigan wine tours from chicago

southwest Michigan's Premier Tour company

Discover Michigan’s Finest Wineries Tours, Cannabis Tours, Shuttle Rental, and Dependable Airport Transfers

Welcome to Grape and Grain Tours

For over ten years, Grape and Grain Tours has been a cherished part of Southwest Michigan’s experience, assisting our guests in creating lasting memories with every sip. From winery , brewery, and distillery explorations to cannabis tours , we cater to a variety of interests. 

Whether you’re a couple marking a special anniversary, a bride-to-be with her entourage, or a group of friends seeking a fun-filled weekend, our diverse range of tours in Southwest Michigan is designed to perfectly match your preferences.

At Grape and Grain Tours, fun is our expertise, and we’re committed to making your experience unforgettable. Your extraordinary journey through the heart of Southwest Michigan awaits, featuring the best in winery, brewery, cannabis, and airport transfers . We’re here to ensure your adventure is nothing short of exceptional.

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Cannabis tours, shuttle rentals, airport transfer, what our customers are saying.

michigan wine tours from chicago

servicing the greater southwest district and beyond

Serving the Southwest Michigan district, our comprehensive services extend to the scenic Southeast Indiana region and include airport transfers to/from Chicago, IL. Whether you’re seeking an immersive tour experience in Michigan’s beautiful locales, requiring a reliable shuttle rental for events or group outings, or needing efficient airport transfers to Chicago’s bustling hubs, we’ve got you covered.

At Grape and Grain Tours, fun is our expertise, and we’re committed to making your experience unforgettable. Your extraordinary journey through the heart of Southwest Michigan awaits, and we’re here to ensure it’s nothing short of exceptional.

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🌧️ Rainy days won’t dampen our spirits! 🌧️ Our Vineyard Adventures tour today got a little surprise from Mother Nature, but we didn’t let that stop us. We moved our lov…

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      Welcome to Grape and Grain Tours. 

Making memories one sip at a time

  • All-inclusive Wine Tours
  • Cannabis Tours
  • Brewery Tours
  • Private Shuttle rentals
  • Private Airport Transfers
  • Concierge Services-Custom tours-Game Day Excursions & Catered Tailgating
  • Repeat Customer Appreciation Discounts.
  • Staying at one of our partner AirBnb’s or the Four Winds Casino? Earn a discount on any tour or shuttle rental when you stay overnight.

michigan wine tours from chicago

Taste The Midwest’s Best Wine On This Road Trip & Winery Tour To Southwest Michigan

Charli Renken

Out of the city and into the Vineyards!

Want to get out of the city for a day? Love wine? Hop aboard this winery tour from Chicago to Southwest Michigan next month! Tickets come with a complimentary lunch, a custom wine glass, and roundtrip transportation. Get yours now!

This tour makes the ultimate Galentine’s Day celebration. You’ll take a two-hour road trip in a premiere coach bus to Michigan wine country. Take in the countryside while bonding with your best friends as Cannonball staff guide you through some of the best wine in the midwest.

winery tour baroda founders

During the winery tour, you’ll enjoy approximately 20 wine tastings at four different wineries: Lemon Creek Winery, Founders Wine Cellar, St. Julian Winery, and Round Barn Winery. Come lunchtime, you’ll enjoy a hearty lunch with the choice of two meat selections, pasta, veggies, and a delicious dessert.

There are three busses that leave at three different times, so whether you’re an early riser or prefer to get on the road a little later, you can still enjoy this wonderful road trip and winery tour. Here’s the full schedule:

  • 8:45 am – Arrival and check-in
  • 9:00 am – Bus departs
  • 11:00 am – Lemon Creek Winery
  • 12:00 pm – Founder’s Winery
  • 2:00 pm – Round Barn and St. Julian Winery
  • 3:30 pm – Depart MI and head back to Chicago
  • 5:30 pm – Arrive back at 600 N. Clark St.
  • 9:15 am – Arrival and check-in
  • 9:30 am – Bus departs
  • 11:30 am – Lemon Creek Winery
  • 12:30 pm – Founder’s Winery
  • 2:30 pm – Round Barn & St. Julian Winery
  • 3:45 pm – Depart MI and head back to Chicago
  • 5:15 pm – Arrive back at 600 N. Clark St.
  • 10:30 am – Arrival and check-in
  • 10:45 am – Bus departs
  • 12:30 pm – Lemon Creek Winery
  • 1:30 pm – Founder’s Winery
  • 3:30 pm – Round Barn & St. Julian Winery
  • 5:00 pm – Depart MI and head back to Chicago
  • 7:00 pm – Arrive back at 600 N. Clark St.

The wine tour has multiple weekend dates Feb 1-29. Some busses and dates are already sold out, though, so act fast!

winery tour

Ride away to wine country! Tickets are on sale now.

Feature Image courtesy of Fever.

michigan wine tours from chicago

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The Midwest’s Best Wine Road Trips for a Scenic Getaway From Chicago

Explore these wineries in Michigan, Missouri, Ohio, and Wisconsin

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This fall, wine country is calling — and it is only a road trip away from Chicago. Napa Valley and Sonoma County in California are typically dream destinations for wine enthusiasts at all levels, but the Midwest has its wine regions. Missouri, Illinois, Wisconsin, Michigan, and Ohio have all grown table and wine grapes for generations. Common varieties like Riesling, Pinot Noir, Merlot, and Pinot Grigio, as well as French-American hybrids like Vidal, Seyval, Vignoles, and Chambourcin all thrive in the Midwest and can produce a range of sweet to dry wines. In recent years, wine production has become a sizable part of the state’s agricultural economy.

Believe it or not, the first American Viticultural Area was designated in Missouri (not California!) in June 1980. AVAs are designations to help winemakers show consumers where their wine comes from, so consumers could develop their tastes and buy wine from specific regions. Today, there are five AVAs across the Show Me State and over 130 wineries in production. The Buckeye state also has five AVAs, seven wine trails, and over 4,400 wineries that produce both grape and fruit wines.

michigan wine tours from chicago

Before Prohibition banned the production, consumption, and distribution of alcohol in 1920, Illinois was once one of the nation’s largest wine producers. Since 1997, the number of wineries has grown from 14 to over 100, including several urban wineries that can be found within the city limits.

Travelers looking for a weekend adventure that’s complete with majestic views, delicious food, and great vino, load up the car and head to one of these five Midwestern wine regions.

Shawnee Hills AVA, Southern Illinois 5-hour, 40-minute drive

View this post on Instagram A post shared by Blue Sky Vineyard (@blueskyvineyard)

Perhaps the closest wine region for Chicagoans is located in Southern Illinois, just 350 miles south of the city. The Shawnee Hills AVA , established in 2006, is home to a wine trail that consists of 11 wineries. Each winery has reservation requirements but offers flights of their signature sweet and dry wines and even some ciders. In addition to surrounding inns and cabins, there are a handful of vineyards that also have on-site suites that are perfect for small and large groups.

Wineries to visit: Alto Vineyards (Alto Pass), Blue Sky Vineyard , Kite Hill Vineyards

Places to stay: Peachbarn Winery & Cafe , Blue Sky Vineyard , Rock Lodge

August AVA, Missouri 5-hour, 50-minute drive

View this post on Instagram A post shared by AugustaWinery (@augustawinery)

As the first American Viticultural Area established, it’s only right that this area is the one to visit during a Missouri wine experience. Located just an hour south of St. Louis, these wineries also offer delicious seasonal and globally inspired cuisine in addition to their award-winning wines. While visitors can absolutely stay in a St. Louis hotel up the road, Augusta is known for its quaint bed and breakfasts.

Wineries to visit: Augusta Winery , Balducci Winery , Blumenhof Winery

Places to stay: Augusta Haus , H.S Clay House Bed & Breakfast , Lindenhof Bed & Breakfast

Wisconsin Ledge AVA, Door County Wine Trail 3-hour, 54-minute drive

View this post on Instagram A post shared by Door 44 Vineyard & Winery (@door44_winery)

Chicagoans are probably familiar with Door County as an outdoor summer destination. But they’ve got a thriving wine scene as well. The Door County Wine Trail is within the Wisconsin Ledge region and focuses on eight wineries that are on the Lake Michigan Peninsula that make fruit wine and wine from hybrid grapes such as Marquette, Marechal Foch, and Frontenac.

Wineries to visit: Stone’s Throw Winery , Simon Creek Winery , Door 44 Winery

Places to stay: The Lodge at Leathem Smith , Inn at Cedar Crossing , Black Walnut Guest House Bed & Breakfast

Leelanau Peninsula AVA, Michigan 5-hour, 10-minute drive

View this post on Instagram A post shared by Black Star Farms (@blackstarfarms)

Traverse City Wine Coast is home to over 40 wineries that specialize in a range of grape varietals. Fun fact about this region: it sits at the 45th Parallel – which is the same degree of latitude that world-class wine regions like Bordeaux, France, and Piedmont, Italy reside. While a humble brag, to say the least, this placement actually can be very helpful to ripening grapes at their best in both the Leelanau and Old Mission Peninsula AVAs. With so many options for lodging, visitors could choose to stay in Traverse City proper or explore a winery inn on one of the peninsulas.

Wineries to visit: Blackstar Farms , Rove Estate , 45 North Vineyard & Winery

Places to stay: Chateau Chantal , Hotel Indigo , Delmar Traverse City

View this post on Instagram A post shared by Vinoklet Winery & Restaurant (@vinoklet)

Ohio River Valley AVA 5-hour, 25-minute drive

As one of the most dynamic wine-making regions, Ohio has seven wine regions – with the Ohio River Valley Wine Trail being the nearest to Chicago. Producing traditional wines from grape varietals like Cabernet Sauvignon and Cabernet Franc, this region also does an excellent job making late-harvest wines that are sweeter and more succulent on the palate. To experience the entire wine trail, finding a place to stay in Cincinnati is ideal.

Wineries to visit: Hanover Winery , Vinoklet Winery, Fruitblood , Valley Vineyard

Places to stay: Hampton Inn & Suites Downtown , The Guild , The Cincinnatian Hotel

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michigan wine tours from chicago

The Best Wine Tasting & Tours In Michigan

Browse through the best selection of michigan wine tours.

Wine Tasting at Bonobo Winery

Wine Tasting at Bonobo Winery

Enjoy a seated wine tasting guided by a knowledgeable and passionate Bonobo Winery staff member

Wine tasting and tour at Great Mead Hall

Wine tasting and tour at Great Mead Hall

Visit the Great Mead Hall for authentic mead tasting and estate tour

Wine tasting and tour at Baroda Founders Wine Cellar

Wine tasting and tour at Baroda Founders Wine Cellar

Experience a guided tour along with a wine tasting and food that includes chocolates and local dishes at Baroda Founders winery

Are you looking for something specific?

Explore our experience categories and discover the perfect wine adventure in Michigan

Chocolate & Wine Tastings

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THE 5 BEST Southwest Michigan Wine Tasting Tours

Wine tasting tours in southwest michigan.

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michigan wine tours from chicago

1. Harbor Country Adventures

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2. Cavvy Concierge

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3. Round Barn Winery & Estate

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4. Grape and Grain Tours

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5. The Bottle Run

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6. Sawyer Home & Garden Center

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7. Lake Michigan Vintners

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8. Coastal Tours- South Haven

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What travelers are saying

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Chicago Pizza Tour

Chicago's chinatown food and walking tour, underground donut tour - chicago's first donut tour, pizza city usa west loop pizza crawl, fulton market delicious donut adventure & walking food tour, chicago loop secret food tour, deep-dish pizza tour in chicago with local expert, evanston mystery picnic: self-guided foodie adventure, haunted chicago ghost and pub walking tour, arte agave chicago.

Wine Tasting Chicago Michigan Wine Tour

Wine Tasting Chicago Michigan Wine Tour

Tickets 🎫 Group Trip ticket for 1 person to Michigan Wine Tour Highlights 🍷 Visit three hand-picked, award-winning wineries in Michigan 🚌 Take a day trip up to Michigan to tour around and sip some delicious tannins 🍝 Lunch options are available to grab a bite along the way

General Info 📅 Date: Sunday, May 29 🕒 Time: 8:15 a.m. to 4:00 p.m. 📍 Departure point: 100 W. Randolph Street 👤 Age requirement: 21+ with valid ID ❓ Please note: total duration of the trip is 9 - 10 hours. See your ticket for more details ✅ All attendees and staff must provide proof of full vaccination (at least 14 days after the final dose of a vaccine approved/authorized by the U.S.) or a negative Covid-19 test result taken within 1-3 days of the date of your activity. All passengers will be required to wear masks for the entire duration of the bus ride to and from the activities. Description There is simply no better way to discover the wonderful world of wine outside of (but not far from) Chicago than to relax on this unique Michigan Winery Tour! Enjoy a tasting at each winery, learn from a friendly SA guide, and of course ride safely with your very own designated (bus) driver. Lunch options are available for purchase at the Roundbarn Winery so you can grab yourself a bite along the way, if you’d like. This Michigan wine tour from Chicago is truly an event you don’t want to miss! Whether you’re new to wine or a master sommelier, this winery tour will have something for you.

Getting there

100 W. Randolph Street

100 West Randolph Street, 60601-3218

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Fruitful Vine Tours

Wine Tours in Southwest Michigan and beyond

Vino Coach Tours

Vino Coach Tours are fun and informative! A knowledgeable and friendly tour guide will escort you on our clean and comfortable 14 passenger Vino Coach. You will learn all about Southwest Michigan’s grape and wine industry (plus a little more) from an expert. Sit back, relax in comfort, and enjoy your stress-free day!

$190.00 per person on Thursdays, Fridays & Sundays

$197.00 per person on Saturdays

We tour three wineries, pay all tasting fees, and pay for your lunch .

Pick Your Starting Point

New buffalo.

The New Buffalo beach shoreline at sunset. There are clouds and the orange sky shows the sun right above the water.

What's Included:

We tour three wineries, pay all tasting fees, and pay for your lunch !

*To make booking simpler for your party, make sure you know each person’s lunch choice before you start filling out your reservation. (See menu below)

Pickup Locations:

  • Marina Grand Resort, New Buffalo • 11:10a.m., ET
  • Amtrak Station, New Buffalo • 11:20a.m., ET
  • Holiday Inn Express, New Buffalo • 11:30a.m., ET

IMPORTANT NOTE:  Please make sure you take into account the price of tickets when purchasing your Gift Card.

$190.00 per person on Thursdays, Fridays & Sundays $197.00 per person on Saturdays

You MUST enter in the correct amount for the number of tickets you’re purchasing for your recipient.  The recipient will be responsible for covering any ticket price over what you have purchased if you do not purchase in the correct amounts.

The St. Joseph lighthouse and pier at sunset. The sky is deep orange and the sun is halfway below the horizon over Lake Michigan.

We tour three wineries, pay all tasting fees, and pay for your lunch !*

  • Comfort Suites, Stevensville • 11:00a.m., ET
  • Holiday Inn Express, St. Joseph • 11:10a.m., ET
  • The Boulevard Inn & Bistro, St. Joseph • 11:20a.m., ET
  • The Inn at Harbor Shores, St. Joseph • 11:30a.m., ET

Note: The itinerary may be changed at our discretion. If you have a party of 6 or more, we may be able to schedule a tour for your group on a day not listed as available on the calendar. Please call us at 1-269-978-8777 to discuss options.

Choose a Salad OR a Sandwich for your trip

The menu for Fruitful Vine Tours from Full Circle Cafe. Tour guests choose a salad or sandwich item from the list. Handcrafted Salads: Full Circle Salad - Farm fresh lettuce, turkey, ham, aged cheddar, crumbled blue cheese, cucumbers, mini heirloom tomatoes, and red onion; Apple Pecan Salad- Farm fresh greens, crispy bacon, toasted pecans, crumbled blue cheese, and apple slices, with or without grilled chicken; Chicken Caesar Salad - Crisp romaine, mini heirloom tomatoes, grated parmesan, and cranberry walnut croutons; Chicken Cobb Salad - Spring mix, grilled chicken, bacon, aged white cheddar, mini heirloom tomatoes, avocado, and hard boiled egg; Power Berry Salad - Power greens, blueberries, strawberries, sunflower seeds, feta cheese, red onion, and avocado, with or without grilled chicken; Garden Veggie Salad - Spring mix, bell pepper rings, cucumber, radish, shredded carrot, mini heirloom tomatoes, avocado, with or without grilled chicken. Homemade dressing options are all gluten free and include balsamic vinaigrette (vegan), ranch, citrus vinaigrette, creamy blue cheese, Caesar, or Italian. Gourmet Sandwiches are served with Michigan-grown kettle chips and fresh fruit. Choices include: Turkey and Baby Swiss Sandwich - with garlic parm aoili, avocado, tomato, and romaine; Ham and Aged Cheddar Sandwich - with Hellman's mayo, tomato, and romaine; Roast Beef and Smoked Gouda Sandwich - with horseradish aioli, tomato, and romaine; Curried Chicken Salad Sandwich - served on a bed of crisp romaine; Veggie Delight Sandwich - with house made hummus, bell pepper, cucumber, tomato, and romaine; Italian Club Sandwich - Garlic Parm aioli, salami, pepperoni, mozzarella, Italian marinated tomato, and romaine; Flying Pig Sandwich - with spicy jam by Radtke Farms, sliced ham, aged white cheddar, and romaine. Bread options for sandwiches are: Harvest Grain, Italian White, Cranberry Walnut, Homestyle White, Croissant, or Gluten Free Bread.

View our Frequently Asked Questions

View our Payment and Cancellation Policies

A group of women pose in front of the Fruitful Vine Vino Coach at a winery. It is summer and the women are dressed in country western styles with boots and cowboy hats. The sky is bright blue with clouds, and there is a green tree in the background.

Reservations Office

269-978-8777

[email protected]

©2024. Fruitful Vine Tours, Southwest Michigan and Indiana. All Rights Reserved. Website designed by JLUX Designs, LLC.

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Michigan Wine Country

Michigan Wine Country

TOURING TIPS

Wine tour companies, limousine services and other transportation services michigan’s wine trails make it easy to visit a few wineries at a relaxed pace. driving through the picturesque wine regions can add to your touring experience, but sometimes it’s nice to sit back and let someone else take the wheel while you take in the scenery and chat with your companions..

We’ve come up with some suggestions to add to the fun of wine touring. Whether you prefer an organized group tour or a more intimate outing, consider some of these alternatives for your next wine-tasting excursion.

                                     SOUTHEAST MICHIGAN                                              

Domaine detroit wine festival, create your own bus or van tours to michigan’s wine regions, for twenty-five (25) or more guests. tours depart from the city of your choosing. enjoy a day trip to southern michigan wineries or a two (2) night adventure to the traverse city area. call chuck jackson at 313-505-3032 for more information., party bus detroit party bus detroit travels anywhere in michigan, accommodating parties of up to 35. the company will help those who are unsure of where to go set up an itinerary and will call ahead to set up reservations. visit  www.partybusdetroit.com  for more info., van hove limousine van hove limousine offers a rotation of tours that offer stops at many different michigan wineries and cider mills, many on the michigan thumbs up wine trail. located in fraser, van hove provides limousine services and party bus rentals to surrounding areas such as royal oak, sterling heights, warren, clinton township, macomb township, eastpoint, st clair shores and more. visit  vanhovelimousine.com/about-us ., frankenmuth funships sit back and relax while the captain guides you along the cass river on a quiet electric boat. enjoy a wine and chocolate tasting or choose from a variety of refreshing beers or soft drinks upon your river tour. river tours generally run from the beginning of may through october (weather permitting). tours are offered seven days a week, and reservations can be made by calling 989-652-3400. for more information, visit https://www.frankenmuthfunships.com/boat-tours .,                                     southwest michigan                                             , fruitful vine tours fruitful vine tours will take you to an array of southwest michigan wineries where you’ll be able to sip and sample classic tastes, new concoctions, bold fruit wines, specialty ice wines and more. travel via vino coach or tractor-pulled open-air wine-o-wagon. reserve seats at https://fruitfulvinetours.com . call (269) 978-8777 or email [email protected] for more information., grape and grain wine tours offering all-inclusive wine tours. book two to six guests in a cadillac escalade or fourteen in a shuttle rental. private shuttle rentals are also available. a six-hour create-your-own itinerary is especially popular with groups of up to 14.  visit www.grapeandgraintours.com  or call 269-231-0365., coastal tours specializing in tours to wineries and breweries in naugatuck, douglas, fennville, and south haven, offering “join in” group tours on specific dates as well as private tours. enjoy safe, reliable and fun transportation on a 14-passenger bus. reserve at https://www.coastaltours.org/ or contact [email protected], michigan party bus michigan party bus offers luxurious party buses, no matter where you might be in the mitten. for more information, check out http://www.michiganpartybus.com/ ., windy city tour company offering tours of wine trails around chicago and other parts of the midwest, along with tours to craft breweries and artisanal distilleries.  whether you are visiting chicago or are planning a special event like a birthday or wedding party, you can arrange a private tour tailored to your specifications. specializing in anniversary and bachelorette parties. for tour descriptions, visit the online booking platform or call 847.902.0733 to learn more about the offerings., tim’s tours offering southwest michigan wine tours. also, if you need transportation services for a wedding day or a bus for special events and parties, tim’s can personalize every event. they’ll plan your wine tour, or you are free to make your own, custom itinerary.  if you would like to charter a wine tour for a group of family or friends, please visit http://tims-tours.com/contact-us/   or send an email to [email protected] for further information. (note: sunday tours are recommended, as they are more relaxing and less busy than saturday tours.), harbor country adventures just a short drive from chicago and the detroit metropolitan area, the new buffalo/ michiana area offers lots in the way of exploration and entertainment. hop aboard one of harbor country’s relaxing cruise ships, book an adventure on a “rocket boat” or choose to explore and sample the numerous wineries and/or distilleries in the area known as “harbor country.” to book a tour, call 269-231-5867 or visit  https://www.harborcountryadventures.com/., hops noggin tours this wine tour takes you into the heart of southwest michigan wine country. enjoy a traditional tasting experience at four area wineries. for more information, call (269) 921-1613 or visit https://hopsnoggin.com/., untapped sights & tours this small business’s mission is to provide fun and stress-free transportation to wineries, breweries, and other attractions in west michigan, primarily the saugatuck, douglas, fennville, south haven, and allegan areas. untapped sights & tours offers both private rentals and join-in rides on its 14-passenger bus. to learn more, visit untappedsightsandtours.com , email [email protected] , or call 616-212-3378.,                                     northern michigan                                                .

michigan wine tours from chicago

Designated Driver TC Providing drivers to take the wheel in your own car for wine, brewery, distillery and sightseeing in and around the Traverse City area. Staff helps you choose wineries to visit and makes reservations for you based on availability. To book a driver, click here , or call 231-486-8055.

Vine ride specializing in small-group, half-day tours of petoskey area wineries. reserve a handful of seats in a seven-passenger van or book the whole van for a private group experience. wine tours include pick-up and drop-off at your petoskey area lodging; visits to four wineries; complimentary snacks; and transportation that earns its vine ride name open year-round. we are fully licensed and insured. for more information, visit vine ride online at  www.mivineride.com  or call 231-709-3450. email is the best way to reach the staff at vine ride: [email protected], champagne shuttle and tours llc this family-owned business will help you choose the wineries that best fit your needs or you can join in a tour that is already set. also providing transportation for other activities and offering competitive rates for tours up to five hours long. visit   www.peninsulawinetours.com  or call 231-633-wine (9463)., grand traverse tours offering public wine tours that anyone can join in with any amount of people seven days a week, 361 days per year. also offering private customized tours, with pick-up and delivery at most traverse city lodging properties. visit grandtraversetours.com  or call 231-947-7433., gt wine tour enjoy a tour designed for your group or share the tour with friends you haven’t met yet. private tours are available for a by-the-hour price. gt wine tour will take you and your party to wineries or other destinations of your choosing on your time frame. tour the wineries of leelanau and old mission peninsulas, and in traverse city. visit  www.gtwinetours.com  or call 231-946-5466., traverse bay tours offering tours of leelanau and old mission peninsula wine country. a professional chauffeur will  transport you from your hotel to area wineries. also providing bachelorette party wine tours and wedding, birthday or other special event transportation. brewery tours and combination tours are also offered. multiple vineyards will be visited during your tour. leelanau and old mission wine tours are available all year long, and last approximately four hours. fully licensed and insured. visit   www.traversebaytours.com or c all 231-342-7274 for information and reservations., traverse city wine girl.

Traverse City Wine Girl provides excursions for couples or small groups. Groups of 6 or less can tour the wineries of their choice with reliable, accommodating transportation. Visit tcwinegirl.com to learn more or call 231-492-0048.

Traverse City Wine and Beer Tours Tour the Leelanau and Old Mission Peninsula in a tie-dye wrapped Kool Bus, a Mercedes Sprinter Van. Also available for weddings, proms, bachelor/bachelorette parties, anniversaries, game days and other occasions. Visit  www.WineAndBeerTours.com  or call Jody at 231-499-2656 to make a reservation. MDOT Certified.

The vineyard inn relax in a luxury limo coach while a local tour guide takes you on a scenic tour of wineries and local attractions on the leelanau or old mission peninsula. visit  www.vininn.com  or call 231-941-7060 for more information., car trek/the karaoke cab car trek (the karaoke cab) specializes in limousine and taxi service, winery/ brewery/color tours, airport shuttles and transportation, graduation/bachelorette parties and more. for more information, visit https://www.cartrektc.com/ or call 231-620-2249., the magic shuttle bus the magic shuttle bus is a traverse city-based tour company specializing in group tours and event transport. to book a tour, call 231-492-6144 or visit https://magicshuttlebus.com/., good guys good guys specializes in old mission and traverse city winery tours. a personal chauffeur will guide you through local wine country in a luxurious fully loaded van. to book a wine tour, call 231-846-5623 or visit https://goodguyset.com/..

NoMI tours operates a 14-passenger shuttle for transportation to wineries, ciders, and breweries in the Traverse City area. Open year round. Tour wine hot spots like Shady Lanes Cellars, Ciccone Vineyard, Bonobo Winery, and more. To learn more, visit nomitours.com

Up North Tours Offering join-in wine tours for individuals, couples and small groups to enjoy the Old Mission and Leelanau wineries, with pick-up at most area hotels. Hop aboard one of Up North Tours’ Ford Transit vehicles and a driver will take you to four different wineries on the Old Mission Peninsula. For more information, call 231-624-3485 or visit https://upnorthtour.com/.

Tall ship sailing sample a medley of local wines and enjoy catered mediterranean cuisine from silver swan homemade foods as you sail the sparkling waters of grand traverse bay. for more information, call 231-941-2000 or visit https://tallshipsailing.com/., road runner tours offering tours of antrim county. your road runner will pick you up at any location and take you to your destinations. to book a tour, call 231-392-3114 or visit http://www.roadrunnermi.com/., sunset premier shuttle.

Tour through the Petoskey Wine Region, Old Mission Peninsula Wine Trail, and the Leelanau Peninsula Wine Trail with your private group. Offering luxury transportation and extra storage for coolers and wine cases. Too book a tour, call 231-497-1182 or visit sunsetpremiershuttle.com/

                                 SPEND THE NIGHT AT A WINERY                                  

michigan wine tours from chicago

After a fun day of wine tasting, wake up to a steaming cup of fresh coffee and delicious breakfast fare with panoramic bay views and vibrant vineyards. Staying overnight at a Michigan winery offers a fabulous way to completely indulge in wine country. All of these stays include a fresh breakfast and complimentary wine tasting.

michigan wine tours from chicago

Chateau Chantal B&B, Old Mission Peninsula, Traverse City A curvy drive through vineyards to the European-inspired chateau boasts panoramic views of East and West Grand Traverse bays at Chateau Chantal. Stay in one of 12 bright, elegant guests rooms or the two-bedroom apartment. www.chateauchantal.com

Brys Estate Vineyard & Winery, Old Mission Peninsula A former barn on the 111-acre estate has been transformed into a storybook 2-bedroom, 1 3/4-bath, 1,100-square-foot guest house with a fully equipped kitchen and great room. Enjoy vineyard views from every window, as well as breathtaking views of the East Grand Traverse Bay. For more information, visit www.brysestate.com

The Inn at Chateau Grand Traverse, Old Mission Peninsula, Traverse City Down the road, the Inn at Chateau Grand Traverse sits among the vines in a tranquil wooded setting next to the winery. Unwind at the end of the day from your private balcony or the extensive wraparound deck with a complimentary bottle of wine and beautiful views of West Grand Traverse Bay. Six contemporary guest rooms are located within the large communal home that features lots of nooks and rooms to sip wine and relax. www.cgtwines.com

The Inn at Black Star Farms, Leelanau Peninsula, Suttons Bay Across the bay in Suttons Bay, the Inn at Black Star Farms was voted Best Wine Country Hotel by USA Today 10 Best Readers’ Choice Awards 2020. The elegant equestrian farm offers a variety of experiences beyond wine tasting. Stay in one of the 10 rooms and enjoy a complimentary bottle of wine, a daily happy hour with small bites and wine tasting in the reserved VIP Barrel Room. www.blackstarfarms.com

michigan wine tours from chicago

Highland Hideaway B&B at Pleasantview Winery, Harbor Springs Located at Pleasantview Vineyards and Winery, Highland Hideaway B&B in Harbor Springs is a beautiful Victorian mansion that sits high atop a hill in a peaceful wooded and garden setting. Stay in a cozy queen guest room or one of two private houses, and wind down in the evening by relaxing in the hot tub or a sauna in — what else — a wine barrel.

Silver Leaf Vineyard & Winery offers a rustic cottage for overnight guests. The cozy log home boasts views of the vineyard and neighboring cherry orchard. For more information, click here .

Throughout Michigan, there are excellent B&Bs and inns within easy driving and biking distance of the wine trails. For an extensive list of B&Bs across the state, visit  www.laketolake.com , the web site of the Michigan Lake to Lake Bed & Breakfast Association, or call 616-738-0135 for a printed directory.

                                                 BIKING                                               

SOUTHEAST High Five Pedal Tours: Choose from a craft beer tour, wine tour, progressive restaurant tour, bookstore tour or a custom tour of your choosing. http://highfivepedaltours.com/

The Michigan Pedaler: Explore Detroit on a 15-passenger rolling bar. Pedaling is optional, you can listen to your own music and there is plenty of cooler space for your drinks. For more information, call 313-744-3272 or visit https://www.michiganpedaler.com/

SOUTHWEST Backroads Bikeways: A network of 12 self-guided bicycle tours on paved roads, with lengths from 5 to 60 miles. The routes travel over streams and through rolling hills, with meadows, parks and forests. For more information, including detailed trail maps, visit  www.applecidercentury.com  or call the Three Oaks Spokes Bicycle Club toll-free at 888-877-2068.

michigan wine tours from chicago

NORTHWEST Grand Traverse Bike Tours:  Grand Traverse Bike Tours is a full-service bike tour company located in the heart of Leelanau wine country, just minutes from Traverse City. Offering a selection of packages ranging from single-day winery tours to self-guided tours and basic bicycle rentals. Experience a tour in the company of an expert guide or go on your own with a self-guided tour. Visit  www.grandtraversebiketours.com .

Leelanau Peninsula:  The 17-mile Leelanau Trail provides a paved off-road connection between Traverse City and Suttons Bay. Running through the last of Leelanau County’s former railroad corridors, the Leelanau Trail features picturesque forests, farms, vineyards, lakes and ponds. For maps and more information, visit the TART Trails website,  www.traversetrails.org .

Old Mission Peninsula: Drive just north of Traverse City on M-37 to Bluff Road or take Peninsula Drive north from Traverse City to where you can park on the roadside. Haul out the bike and enjoy fresh air and views of Grand Traverse Bay. Head inland to bike the five miles along M-37 that connect four wineries.

Kayak, Bike and Brew: Kayak, Bike & Brew (KBB), also known as KaBrew, is a Brewery Pub Pedal and Paddle through Traverse City’s beautiful urban TART bike trails, Boardman Lake and river and West Bay, lasting about four hours. Guides will lead you on an urban paddle through downtown Traverse City to Rare Bird Brewpub. For more information, call 231-760-8828 or visit https://www.kayakbikebrew.com/

STATEWIDE The Michigan Department of Transportation has numerous resources about biking in Michigan. Visit  www.michigan.gov/mdot  and click on “roads & travel.” You’ll find extensive information about biking on the state’s roads and trails. You can also order regional bike maps and other bike trail publications.

                                                       KAYAKING                                                   

Water to Wine-Wine Tasting Kayak Tour, Grand Traverse Bay:  Water-to-Wine Wine Tasting Kayak Tour teaches a bit of kayak technique and includes a paddle on Grand Traverse Bay and a little gourmet beach dining followed by private wine-tasting at a couple of boutique wineries. For more information, visit https://www.mi-paddleadventure.com/ or call 231-882-5525.

Kayak Brewery Tours: Gather some friends or join an existing group and set up a kayaking or biking adventure that will take you from brewery to brewery in downtown Traverse City. To book a tour, visit https://kayakbrewerytours.com/ or call 231-760-8828.

Waters D’Vine: Waters D’ Vine is focused on the organic natural beauty of local wine, eats and ecology. Experience a unique perspective of historical downtown Traverse City while biking the TART trail and kayaking through the Boardman Lake, river and mouth of West Bay. For more information, call 231-970-0004 or visit https://www.facebook.com/WatersDvineTC/

The River Outfitters: The River Outfitters offers kayaks, bikes and stand-up paddleboards for rent, or you can join a guided or unguided tour. For more information, visit http://therivertc.com/ or call 231-883-1413.

michigan wine tours from chicago

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michigan wine tours from chicago

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Galena Cellars

The best wineries near Chicago for scenic sipping

Whether you prefer red wine, white wine or wine slushies, you'll find something to sip on at these nearby wineries.

Zach Long

If you’re intimidated by the extensive wine lists found at some of the best wine bars in Chicago  and want to expand your knowledge, there’s no better way than going directly to the source. While a trip to Bordeaux or Napa might not be in the cards, there are plenty of Midwest wineries you can visit—during a day trip from Chicago — to tour vineyards, learn about the fermentation and aging process, and taste plenty of vinos to figure out the styles you prefer. Some of these wineries are also  breweries or distilleries, serving beer, spirits, cocktails and mocktails so there’s something for everyone to enjoy. So expand your palate and have some fun on a trip to one of the best wineries near Chicago.

RECOMMENDED: Boozy day trips from Chicago

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Amazing wineries near Chicago

Sable Creek Winery

1.  Sable Creek Winery

Driving time from Chicago:  One hour

This Plainfield winery uses grapes sourced from Illinois, Michigan, Missouri, New York and California to make a wide variety of dry and sweet wines you can taste alongside a plate of cheese or charcuterie. If you’re looking for some summer fun, chill on the patio with a wine slushie and order a s’mores tray that allows you to roast the marshmallows right at your table. The spot also regularly hosts special events such as trivia, bingo and live music.

14912 S Eastern Ave, Plainfield, IL

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2.  Fox Valley Winery

Driving time from Chicago:  One and a half hours

Many of the varieties available at Oswego’s Fox Valley Winery are produced with grapes from Illinois vineyards, making these whites and reds hyperlocal. Try them at the tasting room where you’ll also find works from local artists on display, including wood carvings and pottery. Depending on the weather, you can sip your bold Petite Sirah inside or hang out on the patio and nibble on artisan cheese while having a wine slushy. Expand your palate with a tasting or by signing up for wine clubs focused on dry or sweet vino.

5600 U.S. Route 34, Oswego, IL

Galena Cellars

3.  Galena Cellars

Driving time from Chicago:  Three hours

Visit this vineyard, where the winery’s grapes are grown, and then try the finished product in Galena Cellars’ renovated tasting room while snacking on local cheese, sausage and crackers. You’re also welcome to bring a picnic (and even your dog) and sip a glass in the winery’s large outdoor seating space. The vineyard boasts a guest suite and guest house if you want to stay the night after you get done tasting. Every September, Galena Cellars hosts its Fall Harvest Festival, which features grape stomping, live music and horse-drawn carriage rides.

4746 N Ford Rd, Galena, IL

Round Barn Winery, Distillery and Brewery

4.  Round Barn Winery, Distillery and Brewery

There's a lot going on at this winery (and distillery, and brewery), which takes its name from the Amish round barn that serves as the centerpiece of a sprawling estate where the owners grow grapes, cherries and other fruit used to make wines you can enjoy on a deck or lawn overlooking the vineyard. Catch outdoor concerts on the weekend from May through October while snacking on pretzel bites with Kolsch beer cheese or other seasonal dishes from their food truck. Order one of Round Barn's beer and spirits if you’re visiting with someone who simply isn’t that into wine.

10983 Hills Rd, Baroda, MI

Lynfred Winery

5.  Lynfred Winery

Driving time from Chicago:  45 minutes

The 1912 home of Roselle’s namesake Colonel Roselle Hough has hosted Lynfred Winery since 1979 and now brings more than 100,000 visitors to the village each year to sample its hundred varieties of wine. Stop in for a glass or wine tasting that's crafted to pair perfectly with a cheese flight. If you plan ahead, you can reserve a private wine tasting for two that comes with charcuterie and homemade bread, plus sweet treats. If you can’t make it to Roselle, you can also try the wines at Lynfred’s Wheeling or Highland Park locations.

15 S Roselle Rd, Roselle, IL

Studio Winery

6.  Studio Winery

Studio Winery uses grapes from its own small vineyard and other Midwestern producers to make small batch wines and vermouth to please any palate. The distillery section of the business was added during the pandemic, so now you can visit the tasting room for a cocktail made with moonshine, vodka, rum, gin, brandy or whiskey. The space is also a working art and recording studio, and you’ll catch live classic rock and blues music every Friday and Saturday night.

401 E Sheridan Springs Rd, Lake Geneva, WI

Broken Earth Winery

7.  Broken Earth Winery

Broken Earth Winery grows its grapes and bottles its wines in Paso Robles, California, but you can try them at this Long Grove wine bar. Taste a variety of styles with a flight of four 2.5-ounce pours while nibbling on cheese and charcuterie or ordering in from a local restaurant. Catch live entertainment most weekends, ranging from stand-up comedy to Elvis tributes. Broken Earth also offers spirits and local craft beers you can enjoy at the bar or on the patio.

219 Robert Parker Coffin Rd, Long Grove, IL

8.  Cambridge Winery

View this post on Instagram A post shared by Cambridge Winery (@cambridgewinery)

Driving time from Chicago: Two and a half hours (Cambridge), two hours and 45 minutes (Madison)

The Cambridge Winery Event Center has become a popular destination for weddings held in its vineyard gazebo, but you don’t need an invitation to make a trip. Stop by on Wednesday nights when you’ll get $10 off any bottle of wine with the purchase of two pizzas, adorned with tasty toppings like barbecue chicken and pepperoni. You can also visit Cambridge Winery’s Madison tasting room and try a flight of red, white or sweet wines for $10, a price that’s waived if you buy two bottles to take home. Join the wine club at either location to earn discounts and access to special events.

600 Kenseth Way, Cambridge, WI and 1001 S Whitney Way, Madison, WI

Bishops Hill

9.  Bishops Hill

The 130-year-old castle-like building housing Bishops Hill had been a brewery and the headquarters for the Joliet Catholic Diocese before a group of friends bought it with the goal of bringing a European-style winery to the Chicago suburbs. Sample nine wines for $20 or sign up for a wine and charcuterie pairing with sommelier Linda Kloss, who will teach you the basics of tasting. Once a month the bar hosts a Saturday yoga session that includes a post-class glass of wine to help you relax. The castle grounds can also be booked for events.

310 Bridge St, Joliet, IL

LambStone Cellars

10.  LambStone Cellars

Driving time from Chicago:  One hour and 15 minutes

This family-owned winery offers a mix of dry and sweet small batch wines made with grapes grown around the country that are fermented and bottled in Valparaiso. Visit LambStone’s tasting room for a sampling with a cheese board or food from Albano’s Pasta. If you buy a bottle a month, you can join the wine club for early access to new releases and a discount on all purchases.

1555 W Lincolnway, Valparaiso, IN

Prairie State Winery

11.  Prairie State Winery

Offering more than 35 varieties, Prairie State’s wines range from dry reds to novelties like elderberry wine and white wine sweetened with local honey. Try a glass while sitting on the patio and enjoying a bite from the kitchen like ham sliders with gruyere or a smoked turkey panini with pepper jack. You can catch live music in the garden every other weekend through the end of fall.

222 W Main St, Genoa, IL

Valentino Vineyards

12.  Valentino Vineyards

Head to Long Grove for a real wine education and embark on a tour of the Valentino Vineyards, where 20 varieties of grapes are grown—you’ll then have the opportunity to sample the finished product as part of a tasting and wine appreciation seminar. Reservations are required for the vineyard tour and seminar, and recommended if you want a tasting of five of their wines aged in French and American oak barrels, including red and white ports perfect for pairing with chocolate-dipped strawberries.

5175 Aptakisic Rd, Long Grove, IL

Acquaviva Winery

13.  Acquaviva Winery

Driving time from Chicago: One hour

Acquiviva lets you explore the full winemaking process by touring the vineyards and the wine production facility. There are 30- and 60-minute options, including one guided by winemaker Sergio Benavides that offers wine paired with meat and cheese. You can also just drop in for a casual tasting or try a bottle while dining on traditional Italian fare at the on-site restaurant. Acquaviva is a popular venue for weddings and other parties, so it’s worth calling ahead just to make sure the place isn’t booked up before you hit the road. Acquiviva also has a restaurant and tasting room in Batavia.

47W614 Route 38, Maple Park, IL

Broken Brix Winery & Cidery

14.  Broken Brix Winery & Cidery

Get everything you need to make wine and beer at home at this shop with a tasting room where you can try a wide variety of drinks made on site, from chardonnay to barrel-aged cider to sparkling mead. Craft your own flight and then bring home some bottles plus a wine kit to get you going. The bar also offers a selection of classic cocktails, Belgian beers on tap, and neat whiskey and bourbon pours.

225 W Main St, St. Charles, IL

Fruit Hills Winery & Orchard

15.  Fruit Hills Winery & Orchard

Driving time from Chicago: Two hours

Part of the Judson Fruit Farm, which has been run by the same family since 1852, Fruit Hills features four acres of grapes that can handle the cold like Itasca and Petite Pearl. They also make hard ciders from the apples grown on site, which you can get fresh in the fall, and bring in grapes and juices to produce popular wine varieties that can't survive the Midwest weather, like riesling and tempranillo. Come on Sundays to listen to live music on the deck while sipping a flight.

55503 State Road 15, Bristol, IN

Shady Creek Winery

16.  Shady Creek Winery

Driving time from Chicago: One hour and 15 minutes

Grapes from Michigan and California are used to make more than 30 varieties of wine at Shady Creek Winery. Try a flight paired with three small bites or come up with your own combos with their menu of pizzas, panini and salads. Catch live music on the weekend and check the calendar for special events like candle making workshops, trivia or wine pairing dinners.

2030 Tryon Rd, Michigan City, IN

Running Vines Winery

17.  Running Vines Winery

Located just a few miles from the Indiana Dunes National Park, Running Vines uses grapes from around the world to make wines, which you can try in sweet, variety or dry flights or a tasting of your own design. The spot regularly hosts trivia and live music, so gather a group to share some wood-fired pizza and cheese and charcuterie boards along with wine slushies.

101 Broadway, Chesterton, IN

Village Vintner

18.  Village Vintner

Village Vintner crafts about 35,000 bottles of wine each year and you can get a taste of seven varieties of either dry or fruit wines in their tasting room. You can also get a glass in its restaurant, where it’s used to steam mussels with Italian sausage. The space includes a small brewery and the draft beers are available in sizes ranging from tasters to growlers. Dessert wines are only available by the bottle, so grab one for a sweet treat at home. 

2380 Esplanade Dr, Algonquin, IL

19.  Anderson's Winery

View this post on Instagram A post shared by Anderson's Winery (@andersonswinery)

Try a selection of dry and sweet red and white wines accompanied by panini, flatbread or a cheese plate, finishing your experience with a glass of port or dessert wine. Anderson’s Winery’s recently renovated tasting room is only open Friday through Sunday, hosting live music from 2-5pm every Saturday and Sunday. When the weather is nice, you can have your drinks and snacks in the garden or explore the 43-acre property to find the perfect place for a picnic.

430 E US Highway 6, Valparaiso, IN

20.  Apple Barn Orchard & Winery

View this post on Instagram A post shared by 𝗔𝗽𝗽𝗹𝗲 𝗕𝗮𝗿𝗻 𝗢𝗿𝗰𝗵𝗮𝗿𝗱 𝗮𝗻𝗱 𝗪𝗶𝗻𝗲𝗿𝘆 (@applebarnwi)

Driving time from Chicago: Two hours

Apple Barn Orchard & Winery offers u-pick strawberries, apples and pumpkins from June to October, and turns the fruit they grow into wines. Stop into the farm store for a free tasting of varieties including Honey Crisp Apple Harvest and Strawberry Jewel—tips are donated to the Leukemia Lymphoma Society of Wisconsin. You can buy a glass to sip on the patio along with a seasonal freshly baked treat like apple cider doughnuts or pumpkin chocolate chip cookies.

W6384 Sugar Creek Rd. Elkhorn, WI

21.  Four Corners Winery & Wedding Venue

View this post on Instagram A post shared by Judy Bazil (@judybazil)

A restored 1870s farmhouse serves as the tasting room for Four Corners Winery, and folks can also have weddings in a renovated barn. The space offers rustic charm, with a deck overlooking the vineyards where you can try a selection of reds, whites, rosés or fruit wine made with cherries or peaches. Along with a large menu of small plates, salads and flatbreads, Four Corners serves beer, cider, wine slushies and mocktails so no one is left out. The venue regularly hosts live music as well as other events, including painting nights and charcuterie styling workshops.

294 E 600 N, Valparaiso, IN

22.  Gilted Edge Winery

View this post on Instagram A post shared by Gilted Edge Winery (@giltededgewinery)

This family-owned winery offers more than 15 varieties, including classic styles like riesling, malbec and merlot, and fruit wines made with raspberries, peaches and apples. Try a glass or get a flight while snacking on a board of cheese, charcuterie and sweets in the shady outdoor area. Gilted Edge periodically hosts live music and serves sangria and spritzes made with its wines.

9396 Plattville Rd, Newark, IL

Spirits of Norway

23.  Spirits of Norway

Driving time from Chicago: One and a half hours

Spirits of Norway uses hardy, cold-resistant grapes to make its wine and you can see them growing when you book a tour, which also includes a stop in the winery to see how the bottles are crafted. You can then taste the finished product— choosing from reds, whites or a mix of both—paired with a charcuterie board. Take home a bottle of your favorites along with some Wisconsin cheese.

22200 W Six Mile Rd, Franksville, WI

Waterman Winery & Vineyards

24.  Waterman Winery & Vineyards

The 12-acre, family-owned vineyard uses 40 varieties of grapes to blend about 20 varieties of red and white wines plus seasonal fruit wines made with cherries and pumpkin. Visit the century-old farm on the weekend for a self-guided tour and a $20 tasting of five wines that includes a souvenir glass. The bottles are all priced around $15 so you can buy a few of your favorites to take home without breaking the bank.

11582 Waterman Rd, Waterman, IL

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Are you planning an exquisite wine-tasting trip to Windy City ? If that is the case, visiting the 5-star wineries the city has to offer is a must! The Midwest is renowned for housing some of the world’s best vineyards, and here at Pontarelli, you will find a dedicated Chicago Wine Tour Service that caters to all your needs. Our premium transportation services are always in high demand by clients traveling to the winery regions of Chicago to taste the world’s best wines. This is because we provide full access to a modern, sophisticated fleet accompanied by professional chauffeurs. Let us transform your next wine-tasting tour into an unforgettable experience; we promise you will not regret it.

Chicago Wine Tours

Chicago is renowned for housing some of the country’s best wine yards, providing an intense tasting experience. We are talking about 5-star wineries with long-lasting legacies, such as Lynfred Winery , Valentino Vineyards , or the Prairie State Winery . What all these venues have in common is that they are situated close to Chicago and that they all offer an intense wine-tasting experience. Our professional chauffeurs are familiar with all the hotspots in Chicago, and they will be more than happy to do all the heavy lifting so that you can sit back and relax. We can help you find the best wines in the area and discover some of Chicago's “hidden gems.”

There’s nothing more annoying than being the designated driver on a wine tour. Fortunately, this will not be something you need to worry about anymore if you book our Chicago Wine Tours . From the moment you contact us, our friendly customer support team will prioritize creating a tailor-made transportation plan that meets all your requests. It would be best to tell us what you need; we will care for everything else. Reward yourself for working hard all year and enjoy a premium wine tour.

The fleet is an essential element of a premium Chicago Wine Tour , and there is no doubt about that. Therefore, it shouldn’t be surprising to discover that we have invested in an extensive range of premium vehicles. Are you planning to visit the local wineries with a small group of friends? Our Chicago limo service is all you need! We put a wide range of luxury sedans, SUVs, and vans at your disposal. Are you in charge of planning a wine-tasting event with a large group? Our vans, buses, and coaches are available 24/7.

Famous Wineries in the Chicago Area

Wine lovers will have a blast in Chicago and the surrounding areas. There are dozens of 5-star venues; you can visit them all by riding with us. Since we are veterans of the transportation industry and our Chicago Wine Tours are always in high demand, we have gathered a list of the most renowned vineyards you and your party can visit.

Wild Blossom Meadery and Winery: A Toast to Artisanal Mastery

Wild Blossom Meadery and Winery is a must-visit destination. Immerse yourself in the cozy ambiance of their inviting tasting room, where each sip tells a story of passion and craft. Nestled in the charming neighborhood of Washington Heights, this winery is a treasure trove for enthusiasts seeking to explore the nuanced world of mead and wine. Let our professional chauffeurs guide you through the scenic routes of Chicago, adding a touch of relaxation and anticipation as you journey towards this hidden gem of artisanal excellence.

Lynfred Winery: Your Escape from the Everyday

Discover the perfect antidote to the hustle and bustle of office life at Lynfred Winery , a serene haven where time seems to stand still. Just 45 minutes northwest of Chicago, this enchanting winery unfolds as an oasis of tranquility, set against a breathtakingly scenic backdrop that captivates and soothes the soul. As you step into this peaceful retreat, let the worries of the workweek melt away, replaced by the calming beauty of vine-covered landscapes and the exquisite joy of fine wines. Leave the concerns of traffic, parking, and navigating behind. Trust us to handle every detail of your journey, ensuring you can fully indulge in the relaxing, sensorial pleasures of Lynfred Winery without a single care.

Fox Valley Winery: A Celebrated Journey in Wine

Embark on a voyage of discovery to Fox Valley Winery , a distinguished name in the world of wine since its inception in 2000. Renowned for its numerous international accolades, this winery promises an unforgettable wine-tasting journey. By choosing our Wine Tours in Chicago , you're not just planning a visit but setting the stage for an extraordinary experience steeped in award-winning flavors and remarkable craftsmanship. Enhance your tasting adventure with expertly curated food pairings, each bite designed to complement and elevate the character of the wines. Fox Valley Winery isn't just a destination; it's a celebration of the finest elements of the vinicultural world, waiting to unfold its delights to discerning enthusiasts like you.

Tabor Hill Winery: A Symphony of Natural Flavors

At Tabor Hill Winery , every sip reflects a commitment to natural purity and exceptional quality. This esteemed winery takes immense pride in its dedication to using locally sourced organic resources and pristine, unfiltered water. This mindful approach is the foundation of their exquisite collection, including fine wines, hand-crafted beers, and spirits aged in select bourbon barrels. When you visit Tabor Hill Winery, you're not just embarking on a typical wine tasting; you're immersing yourself in a rich tapestry of flavors, each glass a testament to the harmony between nature's gifts and artisanal mastery. Here, the tasting experience is more than a mere indulgence; it's a journey into what makes each beverage uniquely sublime.

12 Corners Vineyards: A Panoramic Paradise of Flavors

Discover the sprawling beauty of 12 Corners Vineyards in Benton Harbor, a jewel among Michigan 's wineries, with over 30 acres of lush vineyards nestled beside a picturesque hilltop. The vineyard's breathtaking scenery is a feast for the eyes, creating a serene backdrop that enhances the joy of wine tasting. But it's not just the views that make 12 Corners Vineyards a top-rated destination; the exceptional wine-tasting experience truly sets it apart.

As you enter their welcoming tasting room, prepare to be enthralled by a diverse array of exquisite wines, each offering a unique story and flavor profile. The ambiance of the tasting room, coupled with the stunning vista outside, provides the perfect setting to savor each sip.

Book Your Unforgettable Chicago Wine Tour Experience

Embark on a journey of exquisite flavors and unparalleled comfort with our Wine Tasting Tours in Chicago . To reserve your experience, call us at 312-361-4111. Our dedicated customer service team, available 24/7, is ready to assist you with any inquiries and ensure your wine tour is perfectly tailored to your preferences. Prefer to reach us via e-mail? Drop us at [email protected] , and we'll promptly respond to your queries or requests. Let us take care of the details while you anticipate a delightful and memorable wine-tasting adventure in Chicago.

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  • Around the Midwest

Unwind and Uncork at These 9 Wineries Where You Can Spend the Night

If winery hotels sound like your idea of a perfect vacation, the Midwest holds plenty of options, from lavish resorts to log cabins.

Samantha Lande is a Midwesterner through and through. She grew up in southeast Michigan, attended college in Ann Arbor and now lives in Chicago. Her work has appeared in many national publications including Food Network, Real Simple, Good Housekeeping and AARP. 

michigan wine tours from chicago

Courtesy of Le Petit Chevalier Vineyards and Farm Winery

Midwest wineries not only make memorable wine—some also offer overnight stays in accommodations that range from a single (totally charming) lodging above the tasting room to full-scale resorts with spas. Gervasi Vineyard in Ohio, Chateau Chantal in Michigan and Chaumette Winery in Missouri are just some of the places where you can be immersed in wine country from dusk to dawn. Here are nine great wineries across the Midwest to stay at overnight.

Courtesy of Gervasi Vineyard

Gervasi Vineyard Resort and Spa, Canton, Ohio

Canton, Ohio may not be the first place you think of for a winery, but the 55-acre Gervasi resort property, with a five-acre vineyard, new spa and three restaurants, will evoke the rolling hills of Tuscany, with beautiful landscaping at every turn.

Lodging includes The Casa, a boutique hotel where each room has a covered balcony; The Farmhouse, a four-bedroom restored 1830s farmhouse; and The Villas, Italian-inspired suites with fireplaces and heated travertine floors. Sip on Gervasi’s signature wines in The Cave, a tasting and barrel room. On-site restaurants offer dining both upscale and casual; another gathering spot, The Still House, specializes in cocktails, coffee and craft beer, with live music at night; and the spa (opened in 2023) provides treatments like a Warm Himalayan Salt Stone Massage. Check the resort’s events calendar for wine cave tours, concerts and more.

Courtesy of Chateau Chantal

Chateau Chantal, Traverse City, Michigan

Wake up to views of vineyards and Grand Traverse Bay at Chateau Chantal, a lovely 75-acre estate on the Old Mission Peninsula north of Traverse City. The 12 rooms at Chateau Chantal’s B&B are newly renovated; suite names reflect the colorful and luxurious designs: Van Gogh, Renoir, Degas, Monet.

Private balconies and terraces allow guests to soak up vineyard and bay views. A chef-crafted breakfast starts your morning off right; spend the day exploring more of the 10 wineries on the Old Mission Peninsula wine trail , and be sure to also visit scenic Mission Point Lighthouse at the northern tip of the peninsula. Back at the chateau, relax with a wine flight on the tasting patio, or on select days, try a six-course wine pairing dinner that includes a vineyard tour to cap your Michigan romantic getaway.

Pro Tip:  On summer Thursdays, Jazz at Sunset brings piano music to the outside west patio (plus a glass of wine for each guest; make reservations online ). Also check for cooking classes, yoga retreats and other events year-round.

Black Star Farms, Suttons Bay, Michigan

In the heart of Michigan’s Leelanau Peninsula north of Traverse City (and west of the Old Mission Peninsula), vineyards and woods surround a stately columned inn on 160-acre Black Star Farms . Ten spacious rooms and suites feature luxury touches like marble fireplaces, custom tiled showers, four-poster beds and reading nooks. From your room, you might be able to see horses grazing in the pasture or look out over vineyards.

Courtesy of Black Star Farms

Room rates include a bottle of house wine upon arrival, a daily hospitality hour, a chef-prepared breakfast, and complimentary wine flights in the tasting room. More wine experiences: Take a walking tour of the vineyards, listen to live music on summer Saturdays on the tasting room patio, or try seasonal cuisine at farm-to-fork wine dinners. Inn staffers are also happy to arrange biking tours, picnics, a sailing excursion on West Grand Traverse Bay and other activities (new at the farm this year: goat yoga).

Courtesy of Chateau Grand Traverse

Chateau Grand Traverse, Traverse City, Michigan

Celebrating its 50th anniversary this year, Chateau Grand Traverse is one of the area's best-known wineries. This family-owned estate put Michigan Riesling on the map and still accounts for 75 percent of the state's Riesling production. The six-room Inn next to the winery has plenty of communal spaces for adults-only gatherings plus private balconies to enjoy panoramic views. A complimentary bottle of wine is provided on the first night, along with a glass of wine per guest at the Tasting Room each subsequent night. Take a stroll through the vineyards or partake in a private barrel-room tasting and cellar tour. A self-serve breakfast comes with your room; for other meals, head to downtown Traverse City about eight miles away for informal dining at places like The Little Fleet, a popular food truck park, or creative meals with seasonal ingredients at Modern Bird or The Cooks’ House .

Le Petit Chevalier Vineyards and Winery, Creola, Ohio

Just minutes from Hocking Hills State Park in southeast Ohio, Le Petit Chevalier has just one place to stay, The Winery Loft, and you’ll be lucky to snag a reservation. Located directly above the winery, this exposed-wood, sun-filled space is the perfect place for a wine-focused lodging. Two private balconies allow you to catch both sunrise and sunset views; outdoor seating looks over vineyards.

During daytime business hours, you can pop down to the tasting room to try a variety of sweet and drier wines, plus the popular apple wine (and on Fridays and Saturdays, fruit-flavored wine slushies). At night, this serene getaway is all yours.

Pro Tip: For lunch or a light dinner, the tasting room sells freshly prepared items such as snack flights, build-your-own-paninis and charcuterie boards. Eat on-site or take a picnic to enjoy on a Hocking Hills hike. Visit on Saturday afternoons from March to October to sample treats from local food trucks.

Courtesy Lynfred Winery

Lynfred Winery, Roselle, Illinois

Lynfred Winery , less than an hour’s drive from downtown Chicago, aims to gives its B&B guests a unique winery getaway. Each of the four bed-and-breakfast suites represents a different wine-producing country. Grapes and vines curl across the woodwork and fabric in The American Suite, which aims for a turn-of-the-century feel with Arts and Crafts pieces like Stickley furniture; the French Suite swirls you to the countryside with cheery yellow and pink fabrics, cherubs in the bathroom and French blue limestone on the hearth. (The Italian Suite and German Suite charm with themed decor, too.) Stays come with two bottles of wine, a charcuterie plate and breakfast to be enjoyed in your room or on the balcony. Head to the tasting room for a sample of Lynfred’s sweet wines, followed by a cellar tour. No vineyard is on the site; as an urban winery, Lynfred brings in almost 300 tons of grapes each year.

Kevin J. Miyazaki

The Inn at Hermannhof and Hermannhof Winery, Hermann, Missouri

Step back in history at the Inn at Hermannhof, where accommodations include six hillside stone cottages built in the 1800s as wine houses. Guests can opt for luxuriously renovated rooms upstairs, the original living quarters; or sleep on the lower level, where wine was made. Visit the Hermannhof Winery tasting room as well as the historic stone wine cellars to learn more. Hermann's original wine industry ended with Prohibition, but wine-making was revived in the 1960s and today thrives along the Hermann Wine Trail . It's easy to shape a weekend around this small town's rich wine traditions and Old World charm.

Blue Sky Vineyard, Makanda, Illinois

On the Shawnee Hills Wine Trail in southern Illinois, Blue Sky Vineyard produces wines with Chambourcin, Vignoles, Niagara and Seyval grapes, among others. It also offers two upscale suites above the winery tasting room—the Blue Sky Suite and Tuscany Romance Suite. The larger Tuscany suite comes with a balcony overlooking the wine bar as well as another balcony with views of the Shawnee Hills. In the tasting room downstairs, sip Blue Sky wines and enjoy appetizers, sandwiches, pizzas and desserts. Weekend afternoons bring live music; also, look for special events like Paint & Sip. Nearby, explore Shawnee National Forest and other outdoor attractions in southern Illinois .

Pro Tip: Other wineries on the Shawnee Hills Wine Trail with lodging: Feather Hills , Peach Barn Winery and Café ; Von Jakob Winery and Brewery ; StarView Vineyards ;  and Honker Hill Vineyard.

Courtesy of VisitMo.com

Chaumette Vineyards and Winery, Ste. Genevieve, Missouri

Set on 310 rolling acres, Chaumette draws guests looking for a luxury wine resort destination: villas of one to seven bedrooms with amenities like marble showers, fireplaces, wraparound porches, and full kitchens; an outdoor pool; fitness center; the fine-dining Grapevine Grill restaurant; and a tasting room with live entertainment in summer. Other activities include fishing on the property’s catch-and-release ponds. Chaumette is about a half-hour drive from the historic town of Ste. Genevieve, Missouri—which claims to be the oldest European settlement west of the Mississippi—and about 70 miles south of St. Louis.

Pro Tip: Chaumette owns the newly restored Bequette-Ribault House , an 1808 residence in Ste. Genevieve; call to book a tour of the house and hospitality center.  

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Southwest Michigan Limo Wine Tours – Limo Wine Tour

Are you looking for Luxury Limousine and Party Bus Company in Chicago for Southwest Michigan Wine Tours?  LUX DRYVE offers Luxury Transportation service from Chicago to Southwest Michigan Limo Wine Tours. We pick up Customers in Northwest Indiana, but we serve all areas including Southwest, Michigan. Our Luxury Limo and Party bus  Service also serve to wine tours into (New Buffalo MI, St.Joseph MI, Buchanan MI, Baroda, MI, Coloma MI, Sawyer MI, Benton Harbor MI, Watervliet  MI, Niles MI, Cassopolis MI, Paw MI, Three Rivers MI ) area’s and We also cover locations around Southwest Michigan!

SW Michigan Winery Tours

LUX DRYVE Have Latest Model of Vehicles Limousine, SUV, Sedan, and Party buses.  LUX DRYVE also has many professional and well-trained chauffeurs that will make your Southwest Michigan Wine Tour a trip to remember. We are providing service in the following areas s Merrillville, Crown Point, Valparaiso, Chesterton, Highland, Dyer, Michigan City, and Hobart Indiana since 1985.

Contact us  or Call at  708-789-0809  for SW Michigan Winery Tours.

Wine tour & tasting – Limo Wine tour from Chicago to Southwest Michigan

LUX DRYVE is #1 Customer proffered Company for Limo Wine tour & tasting in Chicago. We offer the finest Limo Wine tour from Chicago to southwest Michigan or winery tour from Chicago to Southwest Michigan at best prices. You will enjoy your travels throughout Southwest Michigan Wine tour & tasting with LUX DRYVE.

SW Michigan Limo Winery Tours

Affordable Limousine and Party Bus rental company for SW Michigan Winery Tours

LUX DRYVE – SW Michigan’s Premier Limousine Service – Enjoy custom Limo and  Party Bus Rental  SW Michigan Winery Tours with LUX DRYVE. Close to major Midwest Cities

We offer Winery tour for following Wineries or Breweries Destination

  • Free Run Cellars Berrien Springs , Michigan
  • Tabor Hill Winery & Restaurant Baroda , Michigan
  • Round Barn Winery and Tasting Room Baroda, Michigan
  • Tapestry Brew House Bridgman, Michigan
  • Journeyman Distillery Three Oaks, Michigan
  • Lemon Creek Winery Baroda, Michigan
  • Corners Vineyards Benton Harbor, Michigan
  • Hickory Creek Winery Buchanan, Michigan
  • Gravity Winery Baroda, Michigan
  • Dablon Winery Baroda, MI
  • Red Top Winery Baroda, Michigan
  • The Lazy Ballerina Bridgman, MI
  • Vineyard 2121 Benton Harbor, Michigan
  • Domaine Berrien Cellars Baroda, Michigan
  • Silver Harbor Brewing Company St Joseph, Michigan
  • Watermark Brewing Stevensville, Michigan
  • Greenbush Brewery Sawyer, Michigan
  • Haymarket Brewery Bridgman, Michigan
  • Ghost Isle Brewery New Buffalo, Michigan
  • Beer Church Brewing New Buffalo, Michigan
  • Transient Artisan Ales Bridgman, Michigan
  • Round Barn Brewery and Public House Baroda, Michigan
  • Lake Michigan Vintners Baroda, Michigan
  • Chill Hill Winery Baroda, Michigan

To see more about our vehicles,  click here .

CLICK HERE FOR BOOKING

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14 Picturesque Towns In Michigan You Should Have On Your Bucket List

  • Michigan offers a plethora of charming towns with beautiful views, outdoor adventures, and top-rated tourist attractions. It's a treasure trove for travelers.
  • Munising is an outdoor enthusiast's paradise with waterfalls, hiking trails, snowmobiling, fishing, and more. It's the perfect town to experience the wild side.
  • St. Joseph is a culinary and drinking haven with delicious food, wineries, breweries, and a bustling downtown. Nature lovers can also enjoy the stunning beach and waterfront views.

Michigan is a treasure trove of charming pint-sized towns boasting beautiful views, elegant hotels, and outdoor adventures that no one can afford to miss. This slew of towns beckons the modern traveler away from the stress of their city lives and invites them into the world of forests and lakes, the gamut of all four seasons, and not to forget stately museums, eclectic shops, and top-rated tourist attractions in Michigan that people simply cannot miss.

Most of these places on the Michigan map have a wealth of attractions, from pretty vineyards to 64-mile lengthy shorelines to massive dunes lying 400 feet below sea level, making it one of the most beautiful and bountiful of the 50 states. It's time to find out more about the most beautiful towns in Michigan that are sublimely picturesque and offer something for everyone.

UPDATE: 2023/10/26 05:07 EST BY REENA JAIN

More Picturesque Towns In Michigan You Should Have On Your Bucket List

Michigan is the perfect place to have a laid-back getaway! It boasts numerous picturesque small towns with a diverse array of activities and absolutely extraordinary natural wonders. This list has been updated with four more of the prettiest towns in Michigan, so why wait? Pick a destination and plan a great vacation.

Munising is among the best towns in Michigan for outdoor enthusiasts. Located within the stunning Hiawatha National Forest, the town is studded with incredible natural splendor, ranging from crystal-clear waters to lush green forests. With numerous cascading waterfalls, hiking trails, and endless outdoor adventures, Munising is certainly the place to experience the wild side. From snowmobiling through the Hiawatha National Forest, fishing, kayaking, and scuba diving to camping under the stars, Munising is the pretty town to create memories !

  • Things to do in Munising: Pictured Rocks National Lakeshore, Boat Tours of Pictured Rocks, Kayaking in Munising Bay, Munising Falls, Hiking in Hiawatha National Forest

St. Joseph is the best town to visit in Michigan for those looking for culinary delights or drinking experiences. St. Joseph offers the most delicious foods in Michigan, along with cuisine from around the globe. A tour of a winery or brewery allows visitors to sample a diverse range of beers and wines. Outside of food and beverage experiences, the town boasts a busy downtown with a variety of wonderful retail stores and the Curious Kids' Museum and Discovery Zone, which offers educational fun. And for nature lovers, there is a stunning beach where they can unwind amid spectacular views.

  • Things to do in St. Joseph: Silver Beach County Park, St. Joseph North Pier Lighthouse, Curious Kids' Museum, Whirlpool Compass Fountain, The Heritage Museum and Cultural Center

Nestled along Lake Michigan, Ludington is one of Michigan’s best waterside towns. With a historic lighthouse, a bustling downtown scene, and water sports, the town has something for everyone. From canoeing, boating, kayaking, and fishing to hiking a scenic trail, there are multiple ways to explore, whether one is looking for fun on the land or in the water. Ludington is also a great destination for history buffs, with several historical structures dating back to the 19th century in the Historic White Pine Village. Plus, there is the Ludington Maritime Museum, which delves into the region's maritime history.

  • Things to do in Ludington: Ludington State Park, Big Sable Point Lighthouse, S.S. Badger: Lake Michigan Carferry, Ludington Waterfront Park, Pere Marquette River Canoeing and Kayaking

Harbor Springs

Harbor Springs is a quaint harbor town with all the charms of Michigan, including a stunning shoreline, exciting activities, and lovely attractions. Petoskey State Park is attractive with its golden coasts and striking blue waves, while Zorn Park Beach is one of the best spots in the state to unwind. The unrivaled paths and trails are favorites of tourists and locals alike. For those who prefer a winter wonderland, Nubs Nob Ski Resort is the place to be! Trying luck at the Odawa Casino is another fascination for visitors, as is enjoying local flavors.

  • Things to do in Harbor Springs: Golfing, Boating and Sailing, Hiking and Biking, Winter Sports (Skiing, Snowshoeing), Shopping and Dining

Marquette may have been regarded as one of the bigger cities in Michigan's Upper Peninsula (which is the ultimate winter destination) . Still, it has residents of fewer than 22,000 and hence makes it to the list of small towns in Michigan.

Nestled on the shores of Lake Superior, Marquette is a haven for tourists during the summers. And why not, when there is so much to do in this town year-round? Even if a traveler does not want to do the regular stuff involving ski boots and hiking, there are plenty of other options to explore, including visiting museums and incredible lighthouses worth visiting in Michigan and the Great Lakes .

  • Things to do in Marquette: Try hiking up Sugarloaf Mountain, try cliff diving at Presque Isle Park, try snowboarding, skiing, and ice fishing in the winter wonderland

Related: 10 Must-Visit Places You Should See In Michigan

Although the population counts of these best small lake towns in Michigan keep dwindling, the towns get prettier. LeLand is a case in point; with a population under 500, it still packs a massive punch with its pretty touristy destinations and rightly earns its place among the many picturesque and charming towns in Michigan.

Straddling two beautiful lakes, Lake Michigan and Lake Leelanau, the coastal gem is a favorite among travelers who want to have it all. The museums, shops, and restaurants are all within walking distance; no wonder this charming town is known as a "walking around" town.

  • Things to do in LeLand: Explore Fishtown for its fishing shanties , go for a scenic trip around Manitou Islands, check out a local winery at Verterra Winery, shop for souvenirs at Leland Gal, and try the delicious sandwiches at Village Cheese Shanty

South Haven

South Haven, with its bright red lighthouses standing tall like a shining beacon jutting out into Lake Michigan, along with its beach town heritage and maritime history, screams of summer fun. Chicago's residents love to troop to this sleepy town for weekends as it is a few hours away from the city. Although dubbed a small town, it has as many as 70 shops, restaurants, and boutiques.

  • Things to do in South Haven - Go for a leisurely walk to the historic lighthouse, explore Lake Michigan on a tall ship or a water taxi, and walk the 16-mile stretch of roadway to explore artisans and galleries

Related: 10 Fun Things To Check Out In Michigan

Looking for the perfect adventure offering in a rustic setting? Head straight to Calumet, 30 miles southwest of Copper Harbor at the edge of the Keweenaw Peninsula, which is one of the most picturesque towns Michigan has in store. It's known for its rugged terrain and the stunning Lake Superior shorelines.

This charming town is the ideal place for outdoor recreational activities, especially its many hiking trails along the scraggly coastline. Calumet also offers a quaint downtown with many galleries, gift shops, coffee houses, and more; vacationers need plenty of time to discover the real Calumet.

  • Things to do in Calumet - Visit the renowned Keweenaw National Historical Park , catch a show at the Jewel Box Opera House, and head to the Swedetown Recreation Area for its wooded trails

Mackinac Island

Mackinac Island is a captivating car-free area in Michigan that has been on the bucket list of avid travelers for years. Guests can get around the towns via boats, carriages, kayaks, and bicycles, making it one of the most environmentally friendly towns in Michigan.

With its statuesque grand dame properties, the town offers a great architectural walk where tourists enjoy the architectural splendor in all its magnificent glory. Add to that great dining options and its iconic and delicious fudge, and travelers cannot have enough of this magical island town.

  • Things to do on Mackinac Island - Enjoy a sunrise paddle with popular tours, sip elegant tea at the Grand Hotel, explore the Governor's Summer Home, and marvel at the collection at the Richard and Jane Manoogian Mackinac Art Museum's

Frankenmuth

The idyllic town of Frankenmuth is chock-a-block with restaurants, shops, and homes reminiscent of a German village, including the quintessential German things' beer, schnitzel, bratwurst, pretzel rolls, and more. Just three square miles in size, Frankenmuth is as picture-perfect as it gets, with a covered bridge and a storybook-like Bavarian Inn.

The town boasts unique events like the beer-tasting festival and the ultimate shopping bonanza at Bronner's Christmas Wonderland , making one feel like it's Christmas all year round.

  • Things to do in Frankenmuth: Swim at Zehnder's Splash Village Hotel & Waterpark and taste local wines at Prost! Wine Bar & Charcuterie, ride through town in horse-drawn carriages, and enjoy ziplining at Frankenmuth Aerial Park

Petoskey is one of the most scenic towns in Michigan, thanks to its magnificent architectural splendor and lakefront vistas that will entice travelers to the place again and again. The town has a bustling downtown, a pretty lighthouse, and a place to explore exciting water sports.

Work around the itinerary to include a slice or two at the Mighty Fine Pizza and tease palettes with sparkling ciders and wine from one of the many wine breweries. It is the destination for travelers looking to immerse themselves in peerless scenic beauty, fancy restaurants, and luxurious accommodations.

  • Things to do in Petoskey: Enjoy walking, biking, and hiking at Bear River Valley Recreation Area , enjoy the niceties of a bustling downtown through the Vintage Downtown Petoskey Trolley, visit the Little Traverse History Museum for many of its collections and exhibits, and indulge in shopping and dining in Petoskey’s Gaslight District.

Ann Arbor is a bustling university town in South-East Michigan. Often voted as one of the best places to live in Michigan, it is a hub of innovation, technology, and a happening downtown scene. It's also located less than an hour's drive from Detroit and ensconced in the picturesque setting of the North American Great Lakes. This town is easily one of the most serene and relaxing destinations on the Great Lakes and effortlessly marries the big city culture with small Midwestern town values.

Ann Arbor, or Tree Town, as it is popularly known owing to the thick forest, offers stunning Huron River vistas making it a breathtaking place to live even if one is past his university years.

  • Things to do in Ann Arbor: Visit the venerable University of Michigan, kayak to the Huron River, enjoy artisanal cheese and bagels at Zingerman’s Deli, and for an interactive rollicking time, visit Ann Arbor Hands-On Museum and the largest annual art fairs in the nation, Ann Arbor Art Fair

Related: A True College City: The Ultimate Guide To Ann Arbor & Things To Do

Grand Rapids

Thanks to all-year great Grand Rapids weather, it is an easy-breezy and fun spring getaway. Also known as America's best beer city, with 30 breweries and a Beer City Ale Trail, it boasts a fantastic art scene and an inspiring music scene; the town offers an array of world-class attractions for each family member.

Grand Rapids, named after the Grand River, occupies the county seat of Kent and invites one to miles of pristine beaches and unbelievable lake vistas with dreamy sunsets. No wonder Grand Rapids is right up there as one of the best towns in Michigan, as there are so many unique things to do in Grand Rapids.

  • Things to do in Grand Rapids: Visit Grand Rapids Public Museum, head to the Frederik Meijer Gardens and Sculpture Park , visit the Grand Rapids Art Museum, enjoy trail hiking at Blandford Nature Center, and head to The Fish Ladder Park and marvel at the grand architectural style of Meyer May House

Traverse City

Nestled in the brilliant blue waters of stunning Grand Traverse Bay lies the gorgeous Traverse City, an epitome of the charming American small town; it serves as a social and cultural hub of northern Michigan. An absolute haven for sailors, swimmers, beachcombers, and kayakers, the glacier-carved backdrop of undulating hills, deep freshwater lakes, and rolling hills makes Traverse City a must-visit town.

Hailed as a foodie town, it invites people on a fantastic gastronomical journey. From local taverns to posh restaurants, the city chooses to please the eclectic taste buds of visiting travelers with an unmatched flair.

  • Things to do in Traverse City: Visit the Sleeping Bear Dunes to explore beaches and miles of lakeside views, stop at the State Theater to catch a historic movie palace for retail therapy, visit The Village at Grand Traverse Commons, discover microbreweries and micro-distilleries on wine trails and visit the three lighthouses, Mission Point, Frankfort, and Grand Traverse

14 Picturesque Towns In Michigan You Should Have On Your Bucket List

  • Grand Rapids/Muskegon
  • Saginaw/Bay City
  • All Michigan

Cyndi Lauper announces farewell tour with stops in Detroit, Chicago, & Columbus

  • Updated: Jun. 05, 2024, 9:46 a.m. |
  • Published: Jun. 04, 2024, 2:53 p.m.
  • Mallory Dwortz | [email protected]

The 2024 “Girls Just Wanna Have Fun” farewell tour runs October through December. See Cyndi Lauper at popular Detroit , Columbus , and Chicago venues this fall and winter.

Purchase tickets via Vivid Seats , SeatGeek , StubHub , and Ticketmaster .

Cyndi Lauper

Cyndi Lauper performs at the Mission Estate Winery on April 8, 2023 in Napier, New Zealand. (Photo by Kerry Marshall/Getty Images) Getty Images

Cyndi Lauper is to showcase her legendary body of work — including beloved songs like “Girls Just Want to Have Fun” — throughout a 23-city North American tour. The announcement comes alongside the release of her new Paramount+ documentary, “ Let the Canary Sing ,” which explores the pop-rock star’s rise to global fame, as it relates to her punk aesthetic and commitment to activism.

Catch the farewell tour at the Fox Theatre in Detroit, Michigan on Thursday, October 24; the Schottenstein Center in Columbus, Ohio on Sunday, November 3; and the United Center in Chicago, Illinois on Thursday, December 5.

Detroit - Fox Theatre Detroit

Vivid Seats | SeatGeek | StubHub | Ticketmaster

Columbus - Value City Arena at the Schottenstein Center

Chicago - United Center

Tour schedule:

Friday, Oct. 18 - Centre Bell in Montreal, QC

Sunday, Oct. 20 - Scotiabank Arena in Toronto, ON

Thursday, Oct. 24 - Fox Theatre in Detroit, MI

Saturday, Oct. 26 - MGM Music Hall at Fenway in Boston, MA

Sunday, Oct. 27 - Capital One Arena in Washington, DC

Wednesday, Oct. 30 - Madison Square Garden in New York, NY

Friday, Nov. 1 - Bridgestone Arena in Nashville, TN

Sunday, Nov. 3 - Schottenstein Center in Columbus, OH

Wednesday, Nov. 6 - Amalie Arena in Tampa, FL

Friday, Nov. 8 - Hard Rock Live in Hollywood, FL

Sunday, Nov. 10 - State Farm Arena in Atlanta, GA

Tuesday, Nov. 12 - American Airlines Center in Dallas, TX

Thursday, Nov. 14 - Moody Center ATX in Austin, TX

Saturday, Nov. 16 - Toyota Center in Houston, TX

Cyndi Lauper: Girls Just Wanna Have Fun Farewell Tour

Tuesday, Nov. 19 - Footprint Center in Phoenix, AZ

Wednesday, Nov. 20 - Viejas Arena at Aztec Bowl San Diego State University in San Diego, CA

Saturday, Nov. 23 - Intuit Dome in Inglewood, CA

Sunday, Nov. 24 - Acrisure Arena at Greater Palm Springs in Palm Desert, CA

Tuesday, Nov. 26 - Chase Center in San Francisco, CA

Saturday, Nov. 30 - Moda Center in Portland, OR

Sunday, Dec. 1 - Climate Pledge Arena in Seattle, WA

Wednesday, Dec. 4 - Target Center in Minneapolis, MN

Thursday, Dec. 5 - United Center in Chicago, IL

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  1. Plan the Perfect Wine Tour Within 2 Hours of Chicago

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  2. Winery Tour from Chicago to Southwest Michigan

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  3. Four Michigan wineries to visit on a day trip from Chicago

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  4. Exploring Southwest Michigan's Wine Trail with Grape and Grain Tours

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  5. CHICAGO MICHIGAN WINE TOURS

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  6. Taste The Midwest's Best Wine On This Winery Tour

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  1. Wine Tasting Tours & Shuttle Rentals in SW Michigan

    For over ten years, Grape and Grain Tours has been a cherished part of Southwest Michigan's experience, assisting our guests in creating lasting memories with every sip. From winery, brewery, and distillery explorations to cannabis tours, we cater to a variety of interests. Whether you're a couple marking a special anniversary, a bride-to ...

  2. Taste The Midwest's Best Wine On This Winery Tour

    12:30 pm - Lemon Creek Winery. 1:30 pm - Founder's Winery. 3:30 pm - Round Barn & St. Julian Winery. 5:00 pm - Depart MI and head back to Chicago. 7:00 pm - Arrive back at 600 N. Clark St. The wine tour has multiple weekend dates Feb 1-29. Some busses and dates are already sold out, though, so act fast! Photo courtesy of Fever.

  3. About

    Learn More. Tour Michigan Wine Country with Fruitful Vine Tours! For over a decade, our goal has been to bring you a unique and enjoyable experience of Southwest Michigan in heart of Michigan's Wine Country. The Lake Michigan Shore Wine Trail is home to an array of vineyards and tasting rooms all wonderful for parties, and trips with friends ...

  4. Michigan Wineries and Vineyards

    WaterFire Vineyards. 12180 Sutter Rd, Kewadin, MI 49648. Accessibility Pet-friendly Open Year-round WiFi. Learn More. Visit Website.

  5. The Midwest's Best Wine Road Trips for a Scenic Getaway From Chicago

    Shawnee Hills AVA, Southern Illinois5-hour, 40-minute drive. Perhaps the closest wine region for Chicagoans is located in Southern Illinois, just 350 miles south of the city. The Shawnee Hills AVA ...

  6. 10 best wine tours & tastings in Michigan 2024

    Wine tasting and tour at Baroda Founders Wine Cellar. Experience a guided tour along with a wine tasting and food that includes chocolates and local dishes at Baroda Founders winery. USA , Southwest Michigan. $7.20 Book now. View More.

  7. Winery Tour from Chicago to Southwest Michigan

    12:30 pm - Lemon Creek Winery. 1:30 pm - Founder's Winery. 3:30 pm - Round Barn & St. Julian Winery. 5:00 pm - Depart MI and head back to Chicago. 7:00 pm - Arrive back at 600 N. Clark St. Description. Join us for a winery tour through Southwest Michigan, complete with lunch and round-trip transportation from downtown Chicago.

  8. THE 5 BEST Southwest Michigan Wine Tasting Tours

    THE 5 BEST Southwest Michigan Wine Tasting Tours. 1. Harbor Country Adventures. They helped us plan the perfect itinerary for wineries. 2. Cavvy Concierge. Wonderful day out in New Buffalo and St. Joe area with Cavvy Co. Affordable, clean and safe transportation. 3.

  9. Winery Tours

    Winery Tours. 1. All-Inclusive Tour (Starting at $146 per person). Min of 6 and Max of 14 guests. 2. Transportation Only ($115 Hourly Rate) 3. A Whole Lot Of Fun!!! Sit back, relax and let's take you to Southwest Michigan for a fun wine tasting adventure.

  10. Wine Tasting Chicago Michigan Wine Tour

    This Michigan wine tour from Chicago is truly an event you don't want to miss! Whether you're new to wine or a master sommelier, this winery tour will have something for you. Need help? Contact Support here. Getting there . 100 W. Randolph Street. 100 West Randolph Street, 60601-3218 .

  11. Midwest Adventures Winery Tours

    Midwest Adventures Winery Tours, Chicago, Illinois. 2,339 likes. Join us for winery tours through Southwest Michigan, complete with lunch and round-trip transportatio

  12. Vino Coach Tours

    You will learn all about Southwest Michigan's grape and wine industry (plus a little more) from an expert. Sit back, relax in comfort, and enjoy your stress-free day! $190.00 per person on Thursdays, Fridays & Sundays. $197.00 per person on Saturdays. We tour three wineries, pay all tasting fees, and pay for your lunch.

  13. Fruitful Vine Winery Tours

    Fruitful Vine Winery Tours. 1159 W Lemon Creek Rd, Baroda, MI 49101. Visit Website.

  14. Touring Tips

    Create your own bus or van tours to Michigan's wine regions, for twenty-five (25) or more guests. Tours depart from the city of your choosing. Enjoy a day trip to southern Michigan wineries or a two (2) night adventure to the Traverse City area. Call Chuck Jackson at 313-505-3032 for more information.

  15. Exploring Southwest Michigan's Wine Trail with Grape and Grain Tours

    Baroda, Michigan. A Southwest Michigan wine tour is ideal for day trips, vacations, or carefree weekend getaways. The destination is home to over 15 breweries and 21 wineries, with many providing foodie events, entertainment, live music, and festivals. The scene is continually changing and offers a welcome shift in pace and setting.

  16. Lake Michigan Shore Wine Trail

    The Lake Michigan Shore Wine Trail is a collaboration of quality-focused wineries located in the Lake Michigan Shore AVA (American Viticulture Area). Our member wineries range in size, but are dedicated to using locally grown grapes to produce exemplary wines that showcase the unique aspects of our region. Join us on the trail, where every ...

  17. 24 Amazing Wineries Near Chicago for Scenic Sipping

    12. Valentino Vineyards. Driving time from Chicago: 45 minutes. Head to Long Grove for a real wine education and embark on a tour of the Valentino Vineyards, where 20 varieties of grapes are grown ...

  18. Unwind at These 15 Southwest Michigan Wineries This Season

    With an 115-acre estate planted with both vinifera and hybrid grapes, they create a variety of wines, including Riesling, Cabernet Franc, Merlot, Chardonnay, and Traminette. They offer live music all summer long, filling the air with sweet tunes as you enjoy your wine tasting. 9. Vineyard 2121 - Benton Harbor.

  19. Chicago wine tours

    Embark on a journey of exquisite flavors and unparalleled comfort with our Wine Tasting Tours in Chicago. To reserve your experience, call us at 312-361-4111. Our dedicated customer service team, available 24/7, is ready to assist you with any inquiries and ensure your wine tour is perfectly tailored to your preferences.

  20. 9 Midwest Wineries Where You Can Spend the Night

    More wine experiences: Take a walking tour of the vineyards, listen to live music on summer Saturdays on the tasting room patio, or try seasonal cuisine at farm-to-fork wine dinners. Inn staffers are also happy to arrange biking tours, picnics, a sailing excursion on West Grand Traverse Bay and other activities (new at the farm this year: goat ...

  21. Southwest Michigan Limo Wine Tours

    LUX DRYVE also has many professional and well-trained chauffeurs that will make your Southwest Michigan Wine Tour a trip to remember. We are providing service in the following areas s Merrillville, Crown Point, Valparaiso, Chesterton, Highland, Dyer, Michigan City, and Hobart Indiana since 1985. Contact us or Call at 708-789-0809 for SW ...

  22. THE BEST 10 Wine Tours in CHICAGO, IL

    Best Wine Tours in Chicago, IL - South Shore Brew Bus, Windy City Tour Company, Evanston Cellars, Transportation New Buffalo Michigan, Chicagoland Brews Cruise, Black Label Limos, Epic Limo, Real Girls Wine, Fat Tire Tours, 5 Star Limo Party Bus Rental & Trolley

  23. Chicago Safaris

    A customizable sightseeing and tasting tour of Chicago. City Tour Packages Winery Tours Gallery. Expand submenu Gallery Collapse submenu Gallery. Instagram About us; FAQs; Contact Us; Your cart. Close Cart. 1-219-433-9821 ... WINE TOURS TO SW MICHIGAN AND MORE Sightseeing, Tasting Tours, and more in the Chicagolaand area! ...

  24. Chicago Wine Tour

    Embark on our Wine Tours in Chicago, a symphony of taste and luxury woven through the streets of this magnificent city. Chicago 773.570.1111 South Suburbs 708.570.4019

  25. 14 Picturesque Towns In Michigan You Should Have On Your Bucket List

    Most of these places on the Michigan map have a wealth of attractions, from pretty vineyards to 64-mile lengthy shorelines to massive dunes lying 400 feet below sea level, making it one of the ...

  26. Cyndi Lauper announces farewell tour with stops in Detroit, Chicago

    The 2024 "Girls Just Wanna Have Fun" farewell tour runs October through December. See Cyndi Lauper at popular Detroit, Columbus, and Chicago venues this fall and winter.