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2-Day Winter Adventure in Wisconsin
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2-Day Winter Adventure in Wisconsin
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Day 1: Explore Madison
Madison, Wisconsin
8:00 AM
Breakfast at Ella's Deli
Start your day with a whimsical breakfast at Ella's Deli, known for its vintage décor and hearty brunch options.
Located at 323 E. Wilson St, Madison.
USD15, 1 hour
9:30 AM
Visit the Wisconsin State Capitol
Explore the stunning architecture of the Wisconsin State Capitol, where you can take a free guided tour to learn about the state's history.
A 10-minute walk from Ella's Deli.
USD0, 1.5 hours
11:00 AM
Stroll through the Madison Farmer's Market
Browse the local artisan goods and seasonal produce at this beloved outdoor market, which runs year-round in the winter months on the Capitol Square.
Located right outside the Capitol building.
USD0, 1 hour
12:30 PM
Lunch at The Great Dane Pub & Brewery
Enjoy a warm, hearty lunch with locally brewed beers and delicious pub fare to refuel your energy for the afternoon.
A 5-minute walk from the Farmer's Market.
USD20, 1.5 hours
2:00 PM
Ice Skating at The Ice Arena
Get into the winter spirit by ice skating at The Ice Arena, which offers public skating sessions in a family-friendly environment.
A 10-minute drive from The Great Dane.
USD10, 2 hours
4:30 PM
Visit the Olbrich Botanical Gardens
Even in winter, Olbrich offers beautiful tropical plants in the Bolz Conservatory, providing a warm escape from the cold.
A 15-minute drive from The Ice Arena.
USD5, 1.5 hours
6:00 PM
Dinner at Sardine
Indulge in a cozy dinner at Sardine, where you can enjoy fresh, seasonal dishes with stunning views of Lake Monona.
A 10-minute drive from Olbrich Botanical Gardens.
USD50, 1.5 hours
8:00 PM
Evening Walk at Monona Terrace
Conclude your day with a serene evening walk along the lakefront at Monona Terrace, soaking in the ambiance of the winter evening.
Located next to Sardine.
USD0, 1 hour
Find Hotels in Madison
Day 2: Adventure in Wisconsin Dells
Wisconsin Dells, Wisconsin
8:00 AM
Breakfast at The Weary Traveler
Fuel up with a delicious breakfast at The Weary Traveler, where they serve hearty breakfasts with a local twist.
Drive from Madison to Wisconsin Dells, which takes about 1 hour.
USD15, 1 hour
9:30 AM
Visit the Dells of the Wisconsin River
Explore the breathtaking natural beauty of the Dells by taking a guided tour on the river to see the stunning rock formations.
Located within a short drive from The Weary Traveler.
USD30, 2 hours
12:00 PM
Lunch at Famous Dave's
Savor some famous barbecue at Famous Dave's, known for its savory ribs and brisket that will keep you warm.
A short drive from the river tour location.
USD25, 1 hour
1:30 PM
Explore the Crystal Grand Music Theatre
Catch a live performance or simply appreciate the acoustics at one of the renowned venues in the Dells.
Located within a short drive from Famous Dave's.
USD0-$50, 2 hours
4:00 PM
Visit the HO-Chunk Casino
Try your luck at the excitement of the HO-Chunk Casino, where you can enjoy entertainment and gaming options.
A 10-minute drive from Crystal Grand.
USD0, 2 hours
6:30 PM
Dinner at The Del-Bar
Cap off your adventure with a delightful steak dinner at The Del-Bar, featuring an elegant atmosphere and delicious dishes.
A 10-minute drive from the casino.
USD60, 1.5 hours
8:00 PM
Evening Stroll in Downtown Wisconsin Dells
After dinner, enjoy a leisurely stroll through downtown Wisconsin Dells with its charming lights and shops.
A short walk from The Del-Bar.
USD0, 1 hour
Find Hotels in Wisconsin Dells
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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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