By Huuk Team
Share Your Trip
Excited about your upcoming trip? Share the adventure with your friends!
Road trip from Philadelphia to Madison
All Category
Museums
Food & Drink
Shopping
Outdoor Activities
Nature & Parks
Sights & Landmarks
EventsShow more (4+)
All Category
MuseumsFood & DrinkShoppingOutdoor ActivitiesNature & ParksSights & LandmarksEvents
Fun & Games
Nightlife
Spas & WellnessReset
Show less
ITINERARY
16h 59m909 miles24 stops
1
Philadelphia Distilling
2
Old City Hall
3
Vintage VanBlair Antiques and Oddities
Vintage VanBlair Antiques and Oddities has an eclectic mix of quality items ranging from mid century, industrial and oddities to primitives and antiques. We feature nine curated vendors each with their own unique aesthetic. We also carry Heirloom Traditions paint and hand-painted furniture.
4
Boardman Park
5
Mr. Darby's Antique & Collectible Emporium
6
The Bomb Shelter
7
Firestone Country Club
8
Don Drumm Studios & Gallery
9
National Shrine of St Jude
10
Promontory Point
11
Spring Awakening Music Festival
12
A. Philip Randolph Pullman Porter Museum
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
13
Soldier Field
Venerable home field of the Chicago Bears football team.
14
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
15
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
16
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.
17
Gompers Park
18
BATL Axe Throwing
At BATL Axe Throwing, we believe that sport should be inclusive, fun for everyone in the family, and above all, be a safe entertainment bullseye. With safety and teaching being the highest priority at BATL, our coaches help everyone over twelve years old remember the feeling of their first bullseye. Whether you're bringing your young family out for some in-town entertainment or putting on a stag, bachelorette, birthday, team-building, or fundraising event, we'll make sure it's memorable and safe. No matter what BATL location you visit across North America, you can expect delicious food and drinks, axe throwing lanes, expert coaching, and a fun tournament. Easy online booking in less than 3 minutes and group discounts are always available on our website.
19
Legendary Private Car
First class transportation for any occasion - from airport car service to luxury Chicago limo service for a special occasion | Legendary Private Car Chicago Services: Black Car Service Chicago Chicago Car Service Limo Service Chicago Car Service to O'Hare Car Service to Midway
20
Aldo Leopold Nature Center
21
The Tasting Room
22
KOSA Spa
KOSA Spa provides a sanctuary; a place to retreat, to nourish body, mind, and spirit, and in so doing reconnect with one’s best self. KOSA Spa blends wellness best practices from the 5,000-year-old Indian tradition of Ayurveda with seasonal, organic, Wisconsin-sourced ingredients and artisanal products. KOSA Spa’s offerings include customized wellness balancing plans; treatments, including Abhyanga, Shirodhara, Pinda Sweda, Massage, and Facials; and personal retreats that include access to our hot-stone sauna, aromatherapy hydro-steam room, meditation studio, sanctuary lounge, and organic, Ayurvedic teas and foods.
23
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!
24
First Unitarian Meeting House of Madison
Customize this Trip
OVERVIEW
Take a journey through the heartland of America, where rolling hills and vast plains stretch as far as the eye can see. This epic adventure will transport you from the bustling streets of Philadelphia to the serene shores of Lake Mendota in Madison, Wisconsin. Along the way, you'll encounter vibrant cities, charming small towns, and breathtaking landscapes.
As you embark on this unforgettable journey, you'll witness the transformation of the countryside before your very eyes. Quaint villages nestled amidst lush greenery give way to sprawling metropolises, each with its unique character and allure. Whether you're exploring the historic landmarks of the East Coast or marveling at the architectural wonders of the Midwest, every stop along the way promises a new and enriching experience.
From the energetic vibe of urban centers to the tranquil beauty of rural landscapes, this journey offers a captivating blend of adventure and serenity. Whether you're seeking cultural immersion, outdoor escapades, or simply the joy of discovery, this epic trip from Philadelphia to Madison is sure to leave an everlasting impression.
1
Start:Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
2
Start:Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
3
Start:Vintage VanBlair Antiques and Oddities
North Lima, Youngstown, Ohio·
4.0
(6) review
Vintage VanBlair Antiques and Oddities has an eclectic mix of quality items ranging from mid century, industrial and oddities to primitives and antiques. We feature nine curated vendors each with their own unique aesthetic. We also carry Heirloom Traditions paint and hand-painted furniture.
4
Start:Boardman Park
Youngstown, Ohio·
4.5
(60) review
375 Boardman Poland Rd, Youngstown, OH 44512-4904
5
Start:Mr. Darby's Antique & Collectible Emporium
Boardman, Youngstown, Ohio·
4.5
(34) review
8574 Market St, Boardman, Youngstown, OH 44512-6726
6
Start:The Bomb Shelter
Akron, Ohio·
3.5
(9) review
923 Bank St, Akron, OH 44305-2370
7
Start:Firestone Country Club
Akron, Ohio·
4.5
(72) review
452 E Warner Rd, Akron, OH 44319-1994
8
Start:Don Drumm Studios & Gallery
Akron, Ohio·
5.0
(73) review
437 Crouse St, Akron, OH 44311-1220
9
Start:National Shrine of St Jude
Chicago, Illinois·
4.5
(7) review
3200 E 91st St, Chicago, IL 60617-4408
10
Start:Promontory Point
Chicago, Illinois·
5.0
(9) review
5491 S Shore Dr, Chicago, IL 60615-5983
11
Start:Spring Awakening Music Festival
Chicago, Illinois·
4.0
(8) review
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
12
Start:A. Philip Randolph Pullman Porter Museum
Chicago, Illinois·
3.5
(7) review
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
13
Start:Soldier Field
Chicago, Illinois·
4.0
(935) review
Venerable home field of the Chicago Bears football team.
14
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.
15
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
16
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.
17
Start:Gompers Park
Chicago, Illinois·
4.0
(5) review
4222 W Foster Ave, Chicago, IL 60630-2718
18
Start:BATL Axe Throwing
Chicago, Illinois·
5.0
(450) review
At BATL Axe Throwing, we believe that sport should be inclusive, fun for everyone in the family, and above all, be a safe entertainment bullseye. With safety and teaching being the highest priority at BATL, our coaches help everyone over twelve years old remember the feeling of their first bullseye. Whether you're bringing your young family out for some in-town entertainment or putting on a stag, bachelorette, birthday, team-building, or fundraising event, we'll make sure it's memorable and safe. No matter what BATL location you visit across North America, you can expect delicious food and drinks, axe throwing lanes, expert coaching, and a fun tournament. Easy online booking in less than 3 minutes and group discounts are always available on our website.
19
Start:Legendary Private Car
Chicago, Illinois·
5.0
(62) review
First class transportation for any occasion - from airport car service to luxury Chicago limo service for a special occasion | Legendary Private Car Chicago Services: Black Car Service Chicago Chicago Car Service Limo Service Chicago Car Service to O'Hare Car Service to Midway
20
Start:Aldo Leopold Nature Center
Monona, Madison, Wisconsin·
4.5
(44) review
330 Femrite Dr, Monona, Madison, WI 53716-3716
21
Start:The Tasting Room
Monona, Madison, Wisconsin·
4.5
(7) review
800 W Broadway Suite 100, Monona, Madison, WI 53713
22
Start:KOSA Spa
Madison, Wisconsin·
5.0
(9) review
KOSA Spa provides a sanctuary; a place to retreat, to nourish body, mind, and spirit, and in so doing reconnect with one’s best self. KOSA Spa blends wellness best practices from the 5,000-year-old Indian tradition of Ayurveda with seasonal, organic, Wisconsin-sourced ingredients and artisanal products. KOSA Spa’s offerings include customized wellness balancing plans; treatments, including Abhyanga, Shirodhara, Pinda Sweda, Massage, and Facials; and personal retreats that include access to our hot-stone sauna, aromatherapy hydro-steam room, meditation studio, sanctuary lounge, and organic, Ayurvedic teas and foods.
23
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!
24
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
Philadelphia to Dallas
1,481 miles
26h 56m
26 stops
Sights & LandmarksSpas & WellnessShoppingFun & Games
Traveler ResourcesPhiladelphia to San Antonio
1,756 miles
31h 54m
41 stops
Spas & WellnessNightlifeMuseumsFun & GamesShoppingPhiladelphia to Austin
1,676 miles
30h 24m
38 stops
Fun & GamesNightlifeShopping
Classes & WorkshopsTraveler ResourcesPhiladelphia to San Diego
2,730 miles
49h 5m
51 stops
Nature & ParksSights & LandmarksMuseums
ToursOutdoor ActivitiesPhiladelphia to Jacksonville
851 miles
16h 9m
34 stops
ShoppingSights & LandmarksNightlifeToursFood & DrinkPhiladelphia to San Jose
2,911 miles
51h 7m
38 stops
Sights & LandmarksNature & ParksOutdoor ActivitiesTours
Water & Amusement ParksEXPLORE OTHER
Check Out Different Road Trip Options
Poughkeepsie to North Las Vegas
2,542 miles
44h 58m
27 stops
Concerts & ShowsMuseumsOutdoor ActivitiesFun & GamesFood & DrinkJacksonville to Elk Grove
2,703 miles
48h 30m
44 stops
Outdoor ActivitiesNature & ParksSights & LandmarksShoppingMuseumsSanta Cruz to Murfreesboro
2,292 miles
40h 28m
35 stops
Fun & GamesOutdoor ActivitiesNature & ParksSights & LandmarksConcerts & ShowsDetroit to Flint
66 miles
1h 16m
43 stops
Food & DrinkSights & LandmarksMuseumsNightlifeNature & ParksLas Vegas to Syracuse
2,418 miles
43h 12m
27 stops
Concerts & ShowsMuseumsOutdoor ActivitiesFun & GamesFood & DrinkChicago to Huntington Beach
2,024 miles
35h 28m
36 stops
Outdoor ActivitiesMuseumsTraveler ResourcesNature & ParksFun & GamesFAQ
Frequently Asked Questions
What's the driving distance between Philadelphia and Madison?
The distance is 909 miles
What's the travel time between Philadelphia and Madison?
The driving time can vary depending on traffic conditions, but it is typically 16h 59m mins in normal traffic
What are some of the best cities to visit between Philadelphia 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 Philadelphia?
We have a lot of great trip options for Philadelphia! See the links below for all the itineraries we created for you
