A lake surrounded by lush green hills and a rocky cliff.

Search Ski Hotels in Southwest Wisconsin

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Check availability on Southwest Wisconsin Ski Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Southwest Wisconsin ski hotels

A swimming pool with four lounge chairs and a view of trees through large windows.
A lobby with a reception desk, a sofa, and a chair.
A Holiday Inn Express & Suites building with a modern design, featuring a flat roof, large windows, and a covered entrance.
Exterior

1. Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
Reedsburg
  • Step into winter magic at this lakeside golf hotel where ski adventures await just moments from your comfortable retreat.
£66
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Reedsburg - Dells Area by IHG
A modern hotel room with a large bed, a separate sofa, a bathtub, and a flat-screen TV mounted on the wall.
A hotel with a covered entrance, a parking lot, and a brick facade.
A kitchen with blue cabinets, a chalkboard with "Good Morning Welcome" message, coffee machines, and a fruit bowl.
A hotel lobby with a reception desk, blue seating area, and American flag-themed artwork on the walls.

2. AmericInn by Wyndham Reedsburg

AmericInn by Wyndham Reedsburg
Reedsburg
£53
includes taxes & fees
16 Nov - 17 Nov
AmericInn by Wyndham Reedsburg
A log cabin interior with a stone fireplace, a sofa, a coffee table, a large bathtub, and a television.
A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.
An indoor swimming pool with wooden walls and a stone floor, surrounded by chairs and a small hot tub.
A spacious dining area with a large table and chairs, a chandelier, and a view of the outdoors.

3. Best Western Park Oasis Inn

Best Western Park Oasis Inn
Mauston
  • Ski-in to adventure at this Mauston retreat, where hot tubs, saunas, and dual pools await after thrilling snow adventures.
£72
includes taxes & fees
1 Nov - 2 Nov
Best Western Park Oasis Inn
A hotel room with two beds, a desk, a chair, a TV, and a door leading to another room.
A swimming pool with a tiled floor and a wooden ceiling. There are two metal ladders leading into the pool. A sign with 'SPA RULES' is visible on the wall.
A coffee shop with a counter, seating area, and various coffee machines.
A hotel with a brick facade, a covered entrance, and a Super 8 sign.

4. Super 8 by Wyndham Reedsburg

Super 8 by Wyndham Reedsburg
Reedsburg
£39
includes taxes & fees
18 Oct - 19 Oct
Super 8 by Wyndham Reedsburg
A wooden staircase with ornate balusters and a stained glass window with geometric patterns.
A metal table set with wine glasses, a bottle, a basket, and a plate of food on a balcony.
A two-story yellow building with a balcony, a chimney, and American flags.
A library with wooden bookshelves, a green sofa, a wooden desk, and a chandelier.

5. Ringling House Bed & Breakfast

Ringling House Bed & Breakfast
Baraboo
  • Explore the historic Ringling House with ski adventures and gourmet breakfasts in Baraboo's charming winter wonderland.
£133
includes taxes & fees
27 Oct - 28 Oct
Ringling House Bed & Breakfast
A water feature with wooden barrels and a pool area.
A log cabin building with a sign reading "Cranberry Country Lodge Lobby".
A child playing chess at a wooden table in a room with wooden walls and a lamp.
A reception area with a stone counter, framed pictures, and a small table with chairs.

6. Cranberry Country Lodge

Cranberry Country Lodge
Tomah
  • Winter wonderland awaits at this countryside lodge where ski adventures meet relaxing hot tub sessions after snow-filled days.
£64
includes taxes & fees
15 Nov - 16 Nov
Cranberry Country Lodge
A log cabin with a wooden deck and a number '203' sign, surrounded by tall trees.
A modern, multi-story building with large windows and a snow-covered roof, surrounded by a wooden fence and trees.
A rectangular swimming pool with lounge chairs and umbrellas along the sides.
A kitchen with wooden walls, a stainless steel refrigerator, a sink, and a knife block.

7. Hilton Vacation Club Christmas Mountain Village

Hilton Vacation Club Christmas Mountain Village
Wisconsin Dells
  • Winter wonderland awaits at this Wisconsin resort where slopes beckon just outside your cosy cabin, complete with fireplaces.
£83
includes taxes & fees
21 Oct - 22 Oct
Hilton Vacation Club Christmas Mountain Village
An indoor swimming pool with a wooden ceiling, large windows, and a frog-shaped decoration.
A spacious lobby with a herringbone-patterned floor, wooden furniture, a reception desk, and a chandelier.
A hotel room with a bed, a desk, a chair, a sofa, a TV, and a window.
A wooden deck with a railing, two wooden chairs, and a view of trees and sky.

8. AmericInn by Wyndham Wisconsin Dells

AmericInn by Wyndham Wisconsin Dells
Wisconsin Dells
£57
includes taxes & fees
15 Nov - 16 Nov
AmericInn by Wyndham Wisconsin Dells
A wooden cabin with a waterfall feature and a pool.
A dining table set with a pitcher, salt and pepper shakers, and folded napkins.
A room with large windows overlooking a lake, a bed, a desk, and a chair.
Two Adirondack chairs on a sandy beach with a view of wooden cabins and a small waterfall in the background.

9. Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse
Downtown Wisconsin Dells
  • Glide into winter adventures with slope-side excitement at this boutique Wisconsin Dells hotel, where ski trails and water sports await.
£65
includes taxes & fees
20 Oct - 21 Oct
Natura Vue Resort & Boathouse
A spacious dining area with a buffet table, large windows, and a brick wall.
An indoor swimming pool with clear water, surrounded by brick pillars and large windows.
An outdoor patio with tables and chairs, a pool area, and a glass-enclosed building with red accents.
A spacious lobby with a high ceiling, brick columns, and a mix of seating areas including sofas and chairs.

10. Hilton Garden Inn Wisconsin Dells

Hilton Garden Inn Wisconsin Dells
Lake Delton
  • Experience winter wonderland magic in Wisconsin Dells with four steamy hot tubs and cross-country skiing just steps away.
£89
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Wisconsin Dells
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Choose what matters most at ski hotels in Southwest Wisconsin

Resort
4 stars
5 stars
Spa
Family-friendly

4-star ski hotels in Southwest Wisconsin

An outdoor bar area with a thatched roof, bar stools, and a vehicle parked nearby.
A room with a chandelier, wooden flooring, a dining table, and a sofa.
A bar area with a wooden counter, stools, shelves with bottles, and a neon sign.
A two-story house with a porch, a chimney, and a flag.

Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel
Mazomanie
£164
includes taxes & fees
21 Oct - 22 Oct
Iron Amethyst Inn Boutique Hotel
A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.
An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.
A modern bar area with a counter, seating, and a TV mounted on the wall.
A modern building with a glass facade, a covered entrance, and a flagpole.

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
£92
includes taxes & fees
31 Oct - 1 Nov
DoubleTree by Hilton Madison East
A brick building with multiple floors, large windows, and a sign for 'Pharmacy'.
A hotel room with a large bed, a desk, a chair, a chandelier, and a view of the outdoors.
A spacious restaurant with high ceilings, exposed brick walls, and large windows. Tables are set with white tablecloths and black chairs.
A modern living room with a leather sofa, a fireplace, and a large window.

The Charmant Hotel

The Charmant Hotel
Historic Downtown La Crosse
£149
includes taxes & fees
15 Nov - 16 Nov
The Charmant Hotel
A large, two-story house with a stone pathway leading to the front door.
A wooden staircase with a balustrade leading to an upper floor.
A house with a porch, a small garden with a birdbath, and a pathway leading to the entrance.
A two-story house with a covered porch, a front yard with potted plants, and a clear blue sky.

Greenway House Bed & Breakfast

Greenway House Bed & Breakfast
Green Lake
£144
includes taxes & fees
4 Nov - 5 Nov
Greenway House Bed & Breakfast
A waterfront hotel with outdoor seating and a view of the sunset over the water.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.
A spacious room with a large window, a sofa, a coffee table, and a lamp.
A hotel with a view of the water at sunset, featuring a prominent entrance and multiple balconies.

The Edgewater

The Edgewater
Downtown Madison
£173
includes taxes & fees
16 Nov - 17 Nov
The Edgewater
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.
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Top Southwest Wisconsin Hotel Reviews

The Edgewater

The Edgewater

10/10 Excellent
"Lovely property! Great location . Clean and comfortable"
Traci 1-night trip
Posted 14 hours ago
The Edgewater
The Wisconsin Hotel & Conference Center

The Wisconsin Hotel & Conference Center

8/10 Good
"Great location away from the hustle and bustle of the tourist industry. The rooms are very clean and modern. The staff is very friendly and professional. The surrounding restaurants and amenities are very walkable. If you are a cigar and/or a cigarette smoker this place is not for you. There’s a very limited locations to be able to smoke without getting a $250 fine. For such a nice place why can’t there be an adult area, in the courtyard to enjoy a cigar and libation?"
Tara 3-night trip
Posted 21 hours ago
The Wisconsin Hotel & Conference Center
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Excellent hotel!"
Maxwell 2-night trip
Posted 1 day ago
The Madison Concourse Hotel and Governor's Club
Amber's Inn & Suites

Amber's Inn & Suites

8/10 Good
"We liked the fact this was a few blocks away from the hustle-bustle of downtown, yet close enough to get to places easily and quickly. Jamie at the front desk was terrific!"
Barbara 2-night trip
Posted 2 days ago
Amber's Inn & Suites

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