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Exploring Winter Wonders in Wisconsin
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Exploring Winter Wonders in Wisconsin
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Day 1: Discover Madison
Madison, Wisconsin on December 18, 2024
8:00AM
Breakfast at Lazy Jane's Cafe & Bakery
Start your day with a hearty breakfast at Lazy Jane's, famous for their decadent baked goods and delicious breakfast specials.
Walk or drive to the cafe; it's a short distance from most downtown lodgings.
USD20, 1 hour
9:30AM
Visit the Wisconsin State Capitol
Explore the stunning architecture and history of the Wisconsin State Capitol, where you can take a guided tour to learn more about the state’s legislative processes.
A quick 10-minute drive or a pleasant stroll from breakfast.
USD0, 1.5 hours
11:30AM
Explore the Madison Museum of Contemporary Art
Admire innovative exhibitions and beautiful views of the city from the rooftop at the Madison Museum of Contemporary Art.
Just a 5-minute walk from the Capitol building.
USD0, 1.5 hours
1:00PM
Lunch at The Old Fashioned
Enjoy a delicious lunch at The Old Fashioned, which serves classic Wisconsin-style cuisine with a modern twist.
A short 15-minute walk from the museum.
USD25, 1.5 hours
3:00PM
Walk around the University of Wisconsin-Madison campus
Take in the beautiful winter scenery while walking around the university campus and stopping by the iconic Memorial Union Terrace.
A 10-minute drive or 20-minute walk from lunch.
USD0, 2 hours
5:30PM
Dinner at Sardine
Savor a fresh, locally-sourced dinner at Sardine, offering an elegant dining experience with a lakeside view.
A quick 10-minute drive from the university.
USD50, 2 hours
8:00PM
Evening stroll at Olbrich Botanical Gardens
End your day with a leisurely evening stroll through the festive Winter Lights display at Olbrich Botanical Gardens.
A 15-minute drive from dinner.
USD0, 1.5 hours
Find Hotels in Madison
Day 2: Vibrant Milwaukee
Milwaukee, Wisconsin on December 19, 2024
8:00AM
Breakfast at Blu at the Pfister Hotel
Indulge in a luxurious breakfast with stunning views of the Milwaukee skyline at Blu.
Drive approximately 1.5 hours from Madison to Milwaukee.
USD30, 1.5 hours
10:00AM
Discover the Milwaukee Art Museum
Experience the striking architecture of the Milwaukee Art Museum and its world-class art collection, including works by renowned artists.
A 10-minute drive from breakfast.
USD19, 2 hours
12:30PM
Lunch at The Capital Grille
Enjoy lunch at The Capital Grille, known for its dry-aged steaks and extensive wine selection in an upscale setting.
Just a 5-minute drive from the art museum.
USD40, 1.5 hours
2:30PM
Visit the Harley-Davidson Museum
Explore the exciting exhibits and history of the iconic Harley-Davidson motorcycles at their dedicated museum.
A 10-minute drive from lunch.
USD22, 2 hours
4:30PM
Enjoy a Winter Beer Tasting
Warm up with a cozy beer tasting experience at Good City Brewing, known for its fantastic selection of craft beers.
Only a 10-minute drive from the museum.
USD15, 1.5 hours
6:30PM
Dinner at Boil Down
Finish your Milwaukee adventure with a lively dinner at Boil Down, featuring a unique take on seafood boils and local comfort food.
A 10-minute drive from the brewery.
USD35, 2 hours
8:30PM
Relax at The Pfister Hotel
Return to The Pfister Hotel and unwind in the elegant lobby or take advantage of the indoor pool and spa area to finish your trip on a relaxing note.
A quick drive back to the hotel.
USD0, Time is flexible
Find Hotels in Milwaukee
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More About wisconsin
Trip Packing List: 1 Week in Florida (Driving from Wisconsin) — Travel Dates: ~2026-03-27 to 2026-04-03
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Trip Packing List: 2 Weeks in January — San Antonio, TX & Madison, WI (Traveling from Philippines)
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Itinerary created by
Plantrip Team
December 11, 2024
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