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By Huuk Team

Road trip from Detroit to Madison

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iconSights & Landmarks
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ITINERARY

8h 14m428 miles15 stops
1
Willistead Manor
1899 Niagara St, Windsor, Ontario N8Y 1K3 Canada
2
Amherstburg Navy Yard National Historic Site
Dalhousie Street, Amherstburg, Ontario N9V 1W7 Canada
3
Sprucewood Shores Estate Winery
7258 Cty Rd, 50 West, Harrow, Essex, Ontario N0R 1G0 Canada
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
4
Kelsey Museum of Archaeology
University of Michigan 434 South State Street, Ann Arbor, MI 48109
The Kelsey Museum houses a collection of nearly 100,000 objects from the civilizations of the Mediterranean.
5
The Ark
316 S Main St, Ann Arbor, MI 48104-2108
This music venue and nonprofit organization is dedicated to the presentation and encouragement of folk, roots and ethnic music through live performances by well-known and up-and-coming entertainers.
6
Hudson Mills Metropark
8801 N Territorial Rd, Ann Arbor, MI 48130-9626
1,549-acre Park Has An 18-hole Golf Course.
7
River Trail
Lansing, MI 48912 ‎
8
Michigan Avenue Bridge
333 Michigan Ave, Chicago, IL 60601-3901
The view from the bridge is one of the best vistas the city has to offer.
9
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
10
Boystown
Chicago, IL
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
11
Wrigley Field
1060 W. Addison St., Chicago, IL 60613-4566
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
12
Anderson Japanese Gardens
318 Spring Creek Rd, Rockford, IL 61107-1035
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
13
Alliant Energy Center
1919 Alliant Energy Center Way, Madison, WI 53713-1400
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
14
Washburn Observatory
1401 Observatory Dr, Madison, WI 53706-1209
15
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
Customize this Trip

OVERVIEW

1
Start:Willistead Manor
Windsor, Ontario·
4.5
(98) review
1899 Niagara St, Windsor, Ontario N8Y 1K3 Canada
2
Amherstburg Navy Yard National Historic Site
Amherstburg, Ontario·
5.0
(94) review
Dalhousie Street, Amherstburg, Ontario N9V 1W7 Canada
3
Sprucewood Shores Estate Winery
Harrow, Essex, Ontario·
4.5
(97) review
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
7258 Cty Rd, 50 West, Harrow, Essex, Ontario N0R 1G0 Canada
4
Kelsey Museum of Archaeology
Ann Arbor, Michigan·
4.5
(99) review
The Kelsey Museum houses a collection of nearly 100,000 objects from the civilizations of the Mediterranean.
University of Michigan 434 South State Street, Ann Arbor, MI 48109
5
The Ark
Ann Arbor, Michigan·
4.5
(93) review
This music venue and nonprofit organization is dedicated to the presentation and encouragement of folk, roots and ethnic music through live performances by well-known and up-and-coming entertainers.
316 S Main St, Ann Arbor, MI 48104-2108
6
Hudson Mills Metropark
Ann Arbor, Michigan·
4.5
(95) review
1,549-acre Park Has An 18-hole Golf Course.
8801 N Territorial Rd, Ann Arbor, MI 48130-9626
7
River Trail
Lansing, Ingham County, Michigan·
4.5
(96) review
Lansing, MI 48912 ‎
8
Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
333 Michigan Ave, Chicago, IL 60601-3901
9
Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
10
Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
Chicago, IL
11
Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
1060 W. Addison St., Chicago, IL 60613-4566
12
Anderson Japanese Gardens
Rockford, Illinois·
4.5
(863) review
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
318 Spring Creek Rd, Rockford, IL 61107-1035
13
Alliant Energy Center
Madison, Wisconsin·
4.0
(99) review
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
1919 Alliant Energy Center Way, Madison, WI 53713-1400
14
Washburn Observatory
Madison, Wisconsin·
4.5
(9) review
1401 Observatory Dr, Madison, WI 53706-1209
15
First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Detroit and Madison?
The distance is 428 miles
What's the travel time between Detroit and Madison?
The driving time can vary depending on traffic conditions, but it is typically 8h 14m mins in normal traffic
What are some of the best cities to visit between Detroit and Madison?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Madison?
There are plenty! Here are some stops you shouldn’t miss on your way to Madison
What’s the weather like in Madison?
The weather in Madison is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Madison in January
Weather in Madison in February
Weather in Madison in March
Weather in Madison in April
Weather in Madison in May
Weather in Madison in June
Weather in Madison in July
Weather in Madison in August
Weather in Madison in September
Weather in Madison in October
Weather in Madison in November
Weather in Madison in December
Interested in a detailed plan for your time in Madison?
Plan your dream Madison trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Madison
A 2-day itinerary in Madison
A 3-day itinerary in Madison
A 4-day itinerary in Madison
A 5-day itinerary in Madison
A 6-day itinerary in Madison
Where else can I travel to if I'm starting my trip in Detroit?
We have a lot of great trip options for Detroit! See the links below for all the itineraries we created for you