
Southwest Wisconsin Vacations from $233
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Your Southwest Wisconsin Vacation
Choose a vacation package to Southwest Wisconsin and make planning your adventure a breeze. With all the details arranged before you leave, you can focus on enjoying every second in this destination. A trip to Southwest Wisconsin wouldn't be complete without experiencing some of its best cities, starting with Wisconsin Dells. A couple of the most popular attractions here include Mt. Olympus Water and Theme Park and Chula Vista Waterparks. La Crosse is another favorite city with Southwest Wisconsin travelers. Visitors to this destination enjoy Oktoberfest Grounds and Onalaska Omni Center. From the moment you book your Southwest Wisconsin vacation to when you get back home, Expedia will take care of you every step of the way.
The Latest Southwest Wisconsin vacation packages

Holiday Inn Chicago - Schaumburg by IHG
Reviewed on Jan 11, 2026

Hotel Riu Plaza Chicago
Reviewed on Jan 29, 2026

Level Chicago – Old Town
Reviewed on Jan 18, 2026

Hotel Felix River North/Magnificent Mile
Reviewed on Jan 20, 2026

Fairmont Chicago at Millennium Park
Reviewed on Jan 23, 2026
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.


