Adventure Vacations in Southwest Wisconsin 2026

Photo by Inbal Arieh

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Flight and Adventure hotel deals in Southwest Wisconsin

Price found within the past 48 hours. Click for updated prices.

The Edgewater

Downtown Madison

CA $1,089

per person

Dec 11 - Dec 13

found 11 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Madison (MSN)

9.4/10 Exceptional! (1,008 reviews)

We've stayed at the Edgewater a couple times & it is definitely our first choice whenever we visit Madison. Beautiful location, clean and luxurious hotel, great food, and a very friendly staff. What's not to love?

Reviewed on Oct 12, 2026

Best Western Premier Park Hotel

Downtown Madison

CA $1,275

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Spokane (GEG) to Madison (MSN)

9.6/10 Exceptional! (1,016 reviews)

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4 Night Adventure holidays in Southwest Wisconsin

Price found within the past 48 hours. Click for updated prices.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

CA $1,056

per person

Nov 15 - Nov 19

found 17 hours ago

Roundtrip flight included

Victoria (YYJ) to Madison (MSN)

9.4/10 Exceptional! (4,213 reviews)

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Adventure Hotels in Southwest Wisconsin

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road Wisconsin Dells WI

10 min drive from Kalahari Indoor Waterpark

Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...

Tamarack Wisconsin Dells a Ramada by Wyndham

874 Xanadu Rd. Wisconsin Dells WI

8 min drive from Kalahari Indoor Waterpark

Book a stay at this family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...

9.2/10 Wonderful! (1,027 reviews)

"Check-in was very easy. Property was clean and comfortable. Beautiful quiet area close to everything we wanted to see. We would stay here again."

Reviewed on Oct 12, 2026

The Edgewater

1001 Wisconsin Place Madison WI

2 hours drive from Kalahari Indoor Waterpark

Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (1,000 reviews)

"We've stayed at the Edgewater a couple times & it is definitely our first choice whenever we visit Madison. Beautiful location, clean and luxurious hotel, great food, and a very friendly staff. What's not to love?"

Reviewed on Oct 12, 2026

See all 3,881 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.