Find & compare ski resorts in Southwest Wisconsin, WI from $66

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Southwest Wisconsin Ski Resorts and Hotels

Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
874 Xanadu Rd., Wisconsin Dells, WI
Get rates
2 indoor tennis courts, an indoor pool, and a hot tub are all featured at this vacation home. There's fun for all ages with a children's pool and a playground, ...
Sunset Bay Resort

Sunset Bay Resort

2 out of 5
921 Canyon Road, Wisconsin Dells, WI
$101 nightly
The price is $111 total per night
$111 total
Sep 30 - Oct 1
Total with taxes and fees
A private beach and an indoor pool are featured at this smoke-free hotel. Bring the family and enjoy the children's pool, waterslide, and playground. If you ...
Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90

2.5 out of 5
West 9250 Prospect Dr, Lodi, WI
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $79 total per night
$79 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and ...
Hilton Garden Inn Wisconsin Dells

Hilton Garden Inn Wisconsin Dells

3 out of 5
101 E Hiawatha Dr, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $109 total per night
$109 total
Oct 26 - Oct 27
Total with taxes and fees
4 hot tubs, an indoor pool, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Best Western Baraboo Inn

Best Western Baraboo Inn

2.5 out of 5
725 W Pine St, Baraboo, WI
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Oct 2 - Oct 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like self-serve breakfast and free self parking. A 24-hour business center, free ...
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
S944 Christmas Mountain Rd, Wisconsin Dells, WI
Get rates
A golf course and an indoor pool are featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill ...
Caribbean Club Resort

Caribbean Club Resort

3 out of 5
1093 Canyon Road, Wisconsin Dells, WI
Get rates
A private beach and an outdoor pool are featured at this smoke-free condo. Enjoy the indoor pool and conveniences like a terrace and laundry facilities.
Super 8 by Wyndham Portage

Super 8 by Wyndham Portage

2 out of 5
3000 New Pinery Rd, Portage, WI
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $68 total per night
$68 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Comfort Suites Wisconsin Dells Area

Comfort Suites Wisconsin Dells Area

2.5 out of 5
N5780 Kinney Rd, Portage, WI
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $87 total per night
$87 total
Sep 28 - Sep 29
Total with taxes and fees
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. There's ski-in/ski-out access, and ski passes and ski storage are available ...
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $112 total per night
$112 total
Sep 28 - Sep 29
Total with taxes and fees
Free water park access and a lazy river are featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and playground. There's ...
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
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $66 total per night
$66 total
Oct 7 - Oct 8
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in ...
Inn at Wawanissee Point

Inn at Wawanissee Point

3.5 out of 5
E13609 Tower Road, Baraboo, WI
Get rates
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. A gym is also provided.
Don't see what you're looking for?
See all available properties in Southwest Wisconsin
View all properties
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.

Ski Resorts in Southwest Wisconsin

It’s that time of the year—the mountains are calling and you are ready to hit the slopes. There’s no better place than ski hotels in Southwest Wisconsin. With access to various places to ski, from bunny hills for the newbies to black diamonds for the experts, Southwest Wisconsin ski resorts are your best bet to enjoy some wintry fun.

If you're a beginner skier and want to start with a few trips down the bunny slopes, see if your Southwest Wisconsin ski hotel or the nearby facilities offer lessons. If you're a veteran on the slopes, take the chair lift up to the top of the mountain and take in the views as you slalom down the fresh snow. After a full day on the slopes, retreat to your Southwest Wisconsin ski resort to warm up. Take a dip in the hot tub on property, drink some cocktails at the lobby bar to warm you up or get cozy in your hotel room and order room service. 

Travelocity is here to help you find the best deals on Southwest Wisconsin ski hotels and resorts, so you can hit the ski lift without breaking the bank! Book today and Wander Wisely.

Southwest Wisconsin hotels essential information

Accommodation
3,781 hotels
Lowest Price
$66
Highest Price
$112
Popular hotels
Days Inn by Wyndham Portage/Cascade Mountain area, Best Western Baraboo Inn, Sunset Bay Resort, Mt. Olympus Water & Theme Park Resort, Quality Inn & Suites Lodi I-90, Comfort Suites Wisconsin Dells Area, Caribbean Club Resort, Hilton Garden Inn Wisconsin Dells, Tamarack Wisconsin Dells a Ramada by Wyndham, Super 8 by Wyndham Portage, Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort, Inn at Wawanissee Point

Recent Southwest Wisconsin hotel reviews by fellow wanderers

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Every time we come to Madison we stay at this hotel. Perfect location and excellent service. My only complaint this time is that we requested service for the room on Sunday, left at noon, returned at around 8pm and room was not cleaned. This is the first time that had ever happened so I assume there was a miscommunication somewhere. Governors club level is definitely worth the extra cost. "
A verified traveler stayed at The Madison Concourse Hotel and Governor's Club
The Madison Concourse Hotel and Governor's Club