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By Huuk Team

Road trip from Madison to Winston-Salem

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ITINERARY

16h 12m840 miles16 stops
1
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
2
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!
3
Arista Spa & Salon
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
4
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.
5
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
6
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.
7
Arcade Legacy
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
8
Archery Arena (Dodgeball Archery)
4950 Provident Dr, Cincinnati, OH 45246-1021
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
9
Crossgate Lanes
4230 Hunt Rd, Cincinnati, OH 45242-6612
10
Painted Tree Boutiques - Cincinnati
11315 Montgomery Rd, Cincinnati, OH 45249
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
11
Ohio Stadium
411 Woody Hayes Dr,, Columbus, OH 43210-1104
12
Kelton House Museum & Garden
586 E Town St, Columbus, OH 43215-4802
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
13
Iron Heart Winery
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
14
Grand 18-Winston-Salem
5601 University Pkwy, Winston Salem, NC 27105-1313
15
Lam Museum of Anthropology, Wake Forest University
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
16
Salem Lake
1001 Salem Lake Rd, Winston Salem, NC 27107-1571
Customize this Trip

OVERVIEW

1
Start:First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
2
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
3
Arista Spa & Salon
Naperville, DuPage County, Illinois·
4.0
(9) review
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
4
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
5
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
6
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
7
Arcade Legacy
Cincinnati, Ohio·
4.5
(7) review
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
8
Archery Arena (Dodgeball Archery)
Cincinnati, Ohio·
5.0
(36) review
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
4950 Provident Dr, Cincinnati, OH 45246-1021
9
Crossgate Lanes
Cincinnati, Ohio·
3.5
(7) review
4230 Hunt Rd, Cincinnati, OH 45242-6612
10
Painted Tree Boutiques - Cincinnati
Cincinnati, Ohio·
5.0
(6) review
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
11315 Montgomery Rd, Cincinnati, OH 45249
11
Ohio Stadium
Columbus, Ohio·
4.5
(979) review
411 Woody Hayes Dr,, Columbus, OH 43210-1104
12
Kelton House Museum & Garden
Columbus, Ohio·
4.5
(96) review
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
586 E Town St, Columbus, OH 43215-4802
13
Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
14
Grand 18-Winston-Salem
Winston Salem, North Carolina·
4.0
(72) review
5601 University Pkwy, Winston Salem, NC 27105-1313
15
Lam Museum of Anthropology, Wake Forest University
Winston Salem, North Carolina·
4.0
(9) review
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
16
Salem Lake
Winston Salem, North Carolina·
4.5
(97) review
1001 Salem Lake Rd, Winston Salem, NC 27107-1571

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Madison and Winston-Salem?
The distance is 840 miles
What's the travel time between Madison and Winston-Salem?
The driving time can vary depending on traffic conditions, but it is typically 16h 12m mins in normal traffic
What are some of the best cities to visit between Madison and Winston-Salem?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Winston-Salem?
There are plenty! Here are some stops you shouldn’t miss on your way to Winston-Salem
What’s the weather like in Winston-Salem?
The weather in Winston-Salem is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Winston-Salem in January
Weather in Winston-Salem in February
Weather in Winston-Salem in March
Weather in Winston-Salem in April
Weather in Winston-Salem in May
Weather in Winston-Salem in June
Weather in Winston-Salem in July
Weather in Winston-Salem in August
Weather in Winston-Salem in September
Weather in Winston-Salem in October
Weather in Winston-Salem in November
Weather in Winston-Salem in December
Interested in a detailed plan for your time in Winston-Salem?
Plan your dream Winston-Salem trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Winston-Salem
A 2-day itinerary in Winston-Salem
A 3-day itinerary in Winston-Salem
A 4-day itinerary in Winston-Salem
A 5-day itinerary in Winston-Salem
A 6-day itinerary in Winston-Salem
Where else can I travel to if I'm starting my trip in Madison?
We have a lot of great trip options for Madison! See the links below for all the itineraries we created for you