Southwest Wisconsin Vacations

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Where to stay in Southwest Wisconsin

Find the best Southwest Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Wisconsin
Madison showing a garden, a house and flowers

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.

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Find the Best Southwest Wisconsin Vacation Packages

Southwest Wisconsin Hotel Deals

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ₩174,739 per night from Sep 28 to Sep 29
₩174,739
₩201,824 total
Sep 28 - Sep 29
includes taxes & fees
9.4/10 Exceptional! (3,103 reviews)
AMAZING HOTEL!
"This hotel is AMAZING!!!! The staff is wonderful, service superb, restaurant fabulous! An absolute joy to stay here!"

Reviewed on Sep 18, 2025

The Madison Concourse Hotel and Governor's Club
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is ₩90,834 per night from Oct 12 to Oct 13
₩90,834
₩104,913 total
Oct 12 - Oct 13
includes taxes & fees
8/10 Very Good! (1,015 reviews)
"My room was nice & clean. Nice pool area"

Reviewed on Sep 19, 2025

Baymont by Wyndham Madison West/Middleton WI West
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Fully refundableReserve now, pay when you stay
The price is ₩83,794 per night from Oct 19 to Oct 20
₩83,794
₩94,060 total
Oct 19 - Oct 20
includes taxes & fees
6.8/10 (2,426 reviews)
"Family friendly"

Reviewed on Sep 19, 2025

Mt. Olympus Water & Theme Park Resort
See all 3,780 properties in Southwest Wisconsin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Southwest Wisconsin

Christmas Mountain

4/5(72 reviews)

Hit the slopes at Christmas Mountain during your trip to Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

Christmas Mountain
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