Road trip from Toledo to Madison
All Category
Museums
Sights & Landmarks
Food & Drink
Nature & Parks
Classes & Workshops
All Category
Museums
Sights & Landmarks
Food & Drink
Nature & Parks
Classes & Workshops
Reset
Show less
ITINERARY
7h 35m391 miles9 stops
1
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
2
The Chopping Block
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
3
Boystown
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
4
Wrigley Field
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
Anderson Japanese Gardens
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.
6
Klehm Arboretum & Botanic Garden
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
7
Alliant Energy Center
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!
8
Washburn Observatory
9
First Unitarian Meeting House of Madison
Customize this Trip
OVERVIEW
1
Start: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.
2
Start:The Chopping Block
Chicago, Illinois·
4.5
(98) review
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
3
Start: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
4
Start: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.
5
Start: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.
6
Start:Klehm Arboretum & Botanic Garden
Rockford, Illinois·
4.5
(83) review
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
7
Start: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!
8
Start:Washburn Observatory
Madison, Wisconsin·
4.5
(9) review
1401 Observatory Dr, Madison, WI 53706-1209
9
Start:First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
CHECKLIST
GPS device or app
Download Offline Map
Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
EXPLORE MORE
Discover Exciting Road Trip Inspirations
Toledo to Harrisburg
432 miles
8h 0m
36 stops
NightlifeSights & LandmarksShoppingNature & ParksMuseums
Toledo to Brookhaven
626 miles
11h 52m
24 stops
Nature & ParksFun & GamesToursConcerts & ShowsNightlife
Toledo to Reno
2,145 miles
36h 53m
26 stops
Outdoor ActivitiesNightlifeNature & ParksMuseumsConcerts & Shows
Toledo to Madison
391 miles
7h 35m
16 stops
Traveler ResourcesMuseumsSights & LandmarksFood & DrinkNature & Parks
Toledo to Long Beach
2,253 miles
39h 44m
30 stops
Traveler ResourcesNature & ParksFun & GamesToursSights & Landmarks
Toledo to Port St. Lucie
1,186 miles
22h 18m
24 stops
Sights & LandmarksOtherToursNightlifeMuseums
EXPLORE OTHER
Check Out Different Road Trip Options
Hanoi · 3 days
0 miles
0h 0m
2 stops
Harrisburg to Navarre
1,046 miles
19h 51m
24 stops
Outdoor ActivitiesSights & LandmarksNature & ParksShoppingMuseums
Riverside to Winter Haven
2,482 miles
43h 47m
43 stops
Sights & LandmarksWater & Amusement ParksOutdoor ActivitiesToursFun & Games
Bonita Springs to Columbus
1,156 miles
21h 35m
18 stops
Boat Tours & Water SportsNightlifeOutdoor ActivitiesMuseumsSights & Landmarks
Lakewood to Roanoke
1,532 miles
27h 59m
23 stops
Food & DrinkConcerts & ShowsShoppingMuseumsSights & Landmarks
Harrisburg to Fayetteville
1,149 miles
21h 35m
25 stops
Concerts & ShowsShoppingFun & GamesNature & ParksOutdoor Activities
FAQ
Frequently Asked Questions
What's the driving distance between Toledo and Madison?
The distance is 391 miles
What's the travel time between Toledo and Madison?
The driving time can vary depending on traffic conditions, but it is typically 7h 35m mins in normal traffic
What are some of the best cities to visit between Toledo 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 Toledo?
We have a lot of great trip options for Toledo! See the links below for all the itineraries we created for you