Southwest Wisconsin Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Find hotels in Downtown Madison

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 SAR 540 per night from Mar 23 to Mar 24
SAR 540
SAR 624 total
includes taxes & fees
23 Mar - 24 Mar
9.4/10 Exceptional! (2,364 reviews)
"Great location"

Reviewed on 7 March 2025

The Madison Concourse Hotel and Governor's Club
Great Wolf Lodge Wisconsin Dells
Great Wolf Lodge Wisconsin Dells
3.5 out of 5
1400 Great Wolf Dr, Baraboo, WI
Fully refundableReserve now, pay when you stay
The price is SAR 559 per night from Mar 11 to Mar 12
SAR 559
SAR 775 total
includes taxes & fees
11 Mar - 12 Mar
8.2/10 Very Good! (1,005 reviews)
Hope it gets back to before
"We are return customers. We opted for the family loft this stay. The room was clean enough but is definitely showing wear and tear beyond resort status. Water park was overcrowded—beyond expectations. Curious if that is related to them selling day passes now. Seems like they are on the cusp of turning ..."

Reviewed on 4 March 2025

Great Wolf Lodge Wisconsin Dells
Moxy Madison Downtown
Moxy Madison Downtown
3.5 out of 5
823 East Washington Ave, Madison, WI
Fully refundableReserve now, pay when you stay
The price is SAR 368 per night from Mar 16 to Mar 17
SAR 368
SAR 425 total
includes taxes & fees
16 Mar - 17 Mar
9.2/10 Wonderful! (155 reviews)
"Decor is cool. Parking is expensive. No refrigerator."

Reviewed on 4 March 2025

Moxy Madison Downtown
See all 3,621 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

Cool street art in Madison, Wisconsin

University of Wisconsin-Madison

4.5/5(872 reviews)

Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Devil's Lake State Park

Devil's Lake State Park

4.5/5(185 reviews)

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 waterparks in this family-friendly area.

Devil's Lake State Park
Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

4/5(146 reviews)

Bring the kids to Mt. Olympus Water and Theme Park and have a fun-filled day at this amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

Mt. Olympus Water and Theme Park