Top Adventure vacation packages in Southwest Wisconsin

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

Best Western Premier Park Hotel

Downtown Madison

￥219,838

per person

Nov 10 - Nov 17

found 11 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Madison (MSN)

9.6/10 Exceptional! (1,006 reviews)

We had a lovely stay at this property. It was so convenient to walk the Farmers Market on Saturday. The room had a beautiful view and there is so much to do in the area.

Reviewed on Sep 4, 2025

The Edgewater

Downtown Madison

￥271,804

per person

Nov 10 - Nov 17

found 11 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Madison (MSN)

9.2/10 Wonderful! (1,000 reviews)

Just loved the lake view from our room

Reviewed on Sep 2, 2025

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Top Adventure Southwest Wisconsin Hotels

Mt. Olympus Water & Theme Park Resort

655 N. Frontage Road, Wisconsin Dells, WI

2 hours drive from University of Wisconsin-Madison

Stay at this 3-star 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

2 hours drive from University of Wisconsin-Madison

Stay at this 3-star family-friendly vacation home in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff ...

The Edgewater

1001 Wisconsin Place, Madison, WI

4 min drive from University of Wisconsin-Madison

Stay at this 4.5-star luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...

See all 3,788 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.