Top Ski Southwest Wisconsin Hotels

Days Inn by Wyndham Portage/Cascade Mountain area

North 5781 Kinney Road, Portage, WI

1 hour drive from University of Wisconsin-Madison

Stay at this business-friendly hotel in Portage. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...

6.6/10 (1,003 reviews)

Nice staff

"The person that checked me in was very nice. I had a horrible day, and she made me welcomed and we even shared a few laughs."

Reviewed on 13 Jul 2025

Best Western Baraboo Inn

725 W Pine St, Baraboo, WI

1 hour drive from University of Wisconsin-Madison

Stay at this hotel in Baraboo. Enjoy free breakfast, free parking and room service. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...

8.2/10 Very Good! (1,000 reviews)

"The location and price were the main reasons we stayed here. It didn't take long to get to Wisconsin Dells and the sites about the circus were great."

Reviewed on 17 Jul 2025

Baker's Sunset Bay Resort

921 Canyon Road, Wisconsin Dells, WI

2 hours drive from University of Wisconsin-Madison

Stay at this beach hotel in Wisconsin Dells. Enjoy an outdoor pool, a private beach and a sauna. Our guests praise the helpful staff and the clean rooms in their ...

8.6/10 Excellent! (756 reviews)

"Our suite was very good. Kitchen well stocked with everything you need and comfortable furniture. Only downside was that it was difficult for seniors to haul heavy items up the stairs because of no elevator"

Reviewed on 17 Jul 2025

See all 3,786 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.