Road trip from Rochester to Madison
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Sights & Landmarks
Nature & Parks
Museums
Food & Drink
Casinos & Gambling
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Food & Drink
Casinos & Gambling
Outdoor Activities
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ITINERARY
14h 29m753 miles18 stops
1
Casa Larga Vineyards
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
2
The Buffalo History Museum
3
Presque Isle Downs & Casino
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
4
Erie Bayfront Convention Center
5
Museum of Contemporary Art Cleveland
6
Rock & Roll Hall of Fame
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
7
Federal Reserve Bank of Cleveland: Education and Learning Center
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
8
Lock 3
9
Sprucewood Shores Estate Winery
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)
10
Allen County War Memorial Coliseum
11
Lakeside Park & Rose Garden
12
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
13
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
14
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.
15
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.
16
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!
17
Washburn Observatory
18
First Unitarian Meeting House of Madison
Customize this Trip
OVERVIEW
1
Start:Casa Larga Vineyards
Rochester, Finger Lakes, New York·
4.5
(98) review
Casa Larga Vineyards – We are now celebrating 45 years of producing award winning Finger Lakes wines. In 1974, Mr. C planted the first two acres in Fairport, NY, naming it Casa Larga after his grandparents' vineyards in Italy. The first harvest came in 1978 and won three awards at the NYS Wine Competition. Estate White (currently Pallido) and Estate Red (currently Tramonto) were those first wines. Mr. C's dream came true and passion, patience and tenderness were his gifts to the vines and the wines they produced. Mr. C's hobby matured into a larger business, and Casa Larga became the 21st licensed winery in New York State. Casa Larga has now entered the golden era of New York State winemaking, becoming an icon, as well as a sparkling jewel of the Finger Lakes and Rochester regions. We are home to the New York State Ice Wine Festival every February and the Purple Foot Grape Stomping Festival every September. Experience the Italian Way of Living, with wine, food and family.
2
Start:The Buffalo History Museum
Buffalo, Erie County, New York·
4.0
(97) review
1 Museum Ct, Buffalo, NY 14216-3160
3
Start:Presque Isle Downs & Casino
Erie, Pennsylvania·
3.5
(981) review
Presque Isle Downs & Casino is your best bet for gaming excitement! With over 1,500 of the hottest slots, you'll find a thrilling new game to spin every time you play. Prefer tables? You're in luck! Come try your hand at any of our over 30 thrilling table games. Like to bet on sports? Get in the game at our TwinSpires Sportsbook! With convenient sports betting kiosks, wagering is quick and easy so you'll never miss a minute of the action. Plus, catch seasonal live thoroughbred horse racing at our track! While you're here be sure to sign up for our Players Club. All new members get up to $2,500 free slot play or $25 in guaranteed match play right out of the gate! It's fast and free to join. Every time you play with your Players Club card you'll earn valuable reward points that qualify you to enjoy members-only promotions, perks, exclusive offers and much more! Presque Isle Downs & Casino is located in Erie, PA, just off of I-90 at Exit 27. Gambling Problem? Call 1-800 GAMBLER.
4
Start:Erie Bayfront Convention Center
Erie, Pennsylvania·
4.5
(97) review
1 Sassafras Pier, Erie, PA 16507-2011
5
Start:Museum of Contemporary Art Cleveland
Cleveland, Ohio·
3.5
(93) review
11400 Euclid Ave, Cleveland, OH 44106-3926
6
Start:Rock & Roll Hall of Fame
Cleveland, Ohio·
4.5
(9964) review
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
7
Start:Federal Reserve Bank of Cleveland: Education and Learning Center
Cleveland, Ohio·
4.5
(95) review
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
8
Start:Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
9
Start: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)
10
Start:Allen County War Memorial Coliseum
Fort Wayne, Indiana·
4.0
(99) review
4000 Parnell Ave, Fort Wayne, IN 46805-1414
11
Start:Lakeside Park & Rose Garden
Fort Wayne, Indiana·
4.5
(96) review
1401 Lake Ave, Fort Wayne, IN 46805
12
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.
13
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
14
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.
15
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.
16
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!
17
Start:Washburn Observatory
Madison, Wisconsin·
4.5
(9) review
1401 Observatory Dr, Madison, WI 53706-1209
18
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
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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
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FAQ
Frequently Asked Questions
What's the driving distance between Rochester and Madison?
The distance is 753 miles
What's the travel time between Rochester and Madison?
The driving time can vary depending on traffic conditions, but it is typically 14h 29m mins in normal traffic
What are some of the best cities to visit between Rochester 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
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Weather in Madison in June
Weather in Madison in July
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Weather in Madison in December
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Plan your dream Madison trip with our daily itineraries featuring must-see attractions! See them here!
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Where else can I travel to if I'm starting my trip in Rochester?
We have a lot of great trip options for Rochester! See the links below for all the itineraries we created for you