Southwest Wisconsin Ski Holidays

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Top Ski Southwest Wisconsin Hotels

Days Inn by Wyndham Portage/Cascade Mountain area
Days Inn by Wyndham Portage/Cascade Mountain area
2 out of 5
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 (1,006 reviews)
"All was very good!"

Reviewed on 29 Jun 2025

Days Inn by Wyndham Portage/Cascade Mountain area
Best Western Baraboo Inn
Best Western Baraboo Inn
2.5 out of 5
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 ...
8.4/10 Very Good! (1,008 reviews)
"Great value for price. Clean room, nice service in front desk. Swim pool not too crowded… I would prefer bathroom in swim pool area."

Reviewed on 3 Jul 2025

Best Western Baraboo Inn
Baker's Sunset Bay Resort
Baker's Sunset Bay Resort
2 out of 5
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! (737 reviews)
"Being by the lake for my family is better then being crowded downtown your still close to downtown but more space by the lake."

Reviewed on 29 Jun 2025

Baker's Sunset Bay Resort
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.