
Southwest Wisconsin Holidays
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Southwest Wisconsin Flight & Hotel Packages


Arlo Chicago
Reviewed on 16 Jul, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Reviewed on 16 Jul, 2025

Virgin Hotels Chicago
Reviewed on 15 Jul, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Reviewed on 16 Jul, 2025
Where to stay in Southwest Wisconsin

Downtown Madison
The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip.
Top hotels in Southwest Wisconsin

Mt. Olympus Water & Theme Park Resort
Reviewed on 13 Jul, 2025

The Madison Concourse Hotel and Governor's Club
Reviewed on 15 Jul, 2025

Great Wolf Lodge Wisconsin Dells
Reviewed on 14 Jul, 2025
Popular places to visit

Devil's Lake State Park
Explore the great outdoors at Devil's Lake State Park, a lovely green space in Wisconsin Dells. Stroll along the lakeside or visit the fun-filled water parks in this family-friendly area.
East Towne Mall
You can enjoy retail therapy at East Towne Mall during your trip to Madison. Savour the lively bars and top-notch restaurants while in town.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.