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Winter Wonderland Road Trip in Wisconsin

Viewed by 113 travelers

Day 1: Explore Milwaukee

Milwaukee, Wisconsin

8:00AM

Breakfast at The Cafe at the Milwaukee Art Museum

Start your day with a delicious breakfast featuring local ingredients and coffee while overlooking Lake Michigan.
Located right within the museum which opens at 10 AM, perfect for morning visits.
USD 15, 1 hour

9:30AM

Visit the Milwaukee Art Museum

Explore stunning architectural wonders and a vast collection of artwork in one of the most renowned museums in the country.
A quick stroll from The Cafe, just a few minutes walk.
USD 19, 2 hours

12:00PM

Lunch at Mader's Restaurant

Indulge in a traditional Wisconsin meal featuring the famous schnitzel at this historic German-American restaurant.
Mader's is approximately a 10-minute drive from the museum.
USD 25, 1.5 hours

1:30PM

Harley-Davidson Museum

Dive into motorcycle history and check out exciting exhibits that will thrill any bike enthusiast.
About a 10-minute drive from the restaurant.
USD 20, 2 hours

4:00PM

Walk along the Milwaukee Riverwalk

Enjoy a leisurely walk along the scenic riverwalk adorned with art installations and beautiful views of the city.
Just a short 5-minute drive or 30-minute walk from the museum.
Free, 1 hour

5:30PM

Dinner at The Broken Bat Brewing Co.

Wind down your first day with some locally brewed beer and a hearty burger in a cozy atmosphere.
A quick 10-minute drive from the Riverwalk.
USD 30, 1.5 hours

7:30PM

Check into your hotel - The Pfister Hotel

A luxurious stay awaits you at this historic hotel, perfectly located in downtown Milwaukee with exceptional amenities.
Only a 5-minute drive or 20-minute walk from the brewery.
USD 200, N/A
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Day 2: Discover Madison

Madison, Wisconsin

8:00AM

Breakfast at Monty's Blue Plate Diner

Fuel up for the day with classic American diner fare in a retro setting.
After checking out, it's about a 1.5-hour drive to Madison.
USD 12, 1 hour

9:30AM

Explore the Wisconsin State Capitol

Take a guided tour of this stunning building and learn about Wisconsin's history and government.
The Capitol is located right in the heart of downtown Madison.
Free, 1.5 hours

11:00AM

Visit the Chazen Museum of Art

Enjoy a diverse collection of artwork from the Middle Ages to contemporary pieces in this beautiful museum.
A quick 10-minute walk from the Capitol.
Free, 1 hour

12:30PM

Lunch at The Old Fashioned

Savor local favorites like beer-battered cheese curds and the famous Old Fashioned cocktail in a vibrant Wisconsin atmosphere.
Only a 5-minute walk from the museum.
USD 20, 1.5 hours

2:00PM

Stroll through Olbrich Botanical Gardens

Immerse yourself in winter beauty with a peaceful walk in these stunning gardens adorned with seasonal displays.
It's a 15-minute drive from the restaurant.
Free, 2 hours

4:30PM

Visit the University of Wisconsin-Madison campus

Experience the vibrant campus life and check out the iconic Bascom Hill and Memorial Union.
Just about a 10-minute drive from the gardens.
Free, 1.5 hours

6:00PM

Dinner at LiLo's Restaurant & Lounge

End your trip with a delightful dinner featuring locally sourced ingredients and seasonal dishes paired with great wine.
Approximately a 10-minute drive from the university.
USD 40, 2 hours

8:00PM

Check into your hotel - Graduate Madison

A charming hotel located right by the university, making it easy for your evening stroll around campus.
A short drive from LiLo's.
USD 180, N/A
Find Hotels in Madison
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