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

Ski Hotels & Resorts in Southwest Wisconsin from AU$75

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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.
Exterior
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.

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.
AU$127
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 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.
An indoor swimming pool with a clear blue water, surrounded by colorful Adirondack chairs, and a tiled floor with a red border.

2. AmericInn by Wyndham Reedsburg

AmericInn by Wyndham Reedsburg
Reedsburg
AU$101
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 spacious dining area with a large table and chairs, a chandelier, and a view of the outdoors.
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.

3. Best Western Park Oasis Inn

Best Western Park Oasis Inn
Mauston
  • Ski-in to adventure at this Mauston retreat, where spa pools, saunas, and dual pools await after thrilling snow adventures.
AU$139
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 bathroom with a shower, grab bars, a towel rack, and a wheelchair-accessible bench.
A hotel with a brick facade, a covered entrance, and a Super 8 sign.
A coffee shop with a counter, seating area, and various coffee machines.

4. Super 8 by Wyndham Reedsburg

Super 8 by Wyndham Reedsburg
Reedsburg
AU$75
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 dining room with a long wooden table set for a meal, surrounded by chairs.
A library with wooden bookshelves, a green sofa, a wooden desk, and a chandelier.
A metal table set with wine glasses, a bottle, a basket, and a plate of food on a balcony.

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.
AU$255
includes taxes & fees
26 Oct - 27 Oct
Ringling House Bed & Breakfast
A water feature with wooden barrels and a pool area.
A reception area with a stone counter, framed pictures, and a small table with chairs.
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.

6. Cranberry Country Lodge

Cranberry Country Lodge
Tomah
  • Winter wonderland awaits at this countryside lodge where ski adventures meet relaxing spa pool sessions after snow-filled days.
AU$124
includes taxes & fees
16 Nov - 17 Nov
Cranberry Country Lodge
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 hotel room with a granite countertop sink, a large mirror, a wooden-framed sliding door, a striped carpet, and a small table with chairs.

7. AmericInn by Wyndham Wisconsin Dells

AmericInn by Wyndham Wisconsin Dells
Wisconsin Dells
AU$110
includes taxes & fees
15 Nov - 16 Nov
AmericInn by Wyndham Wisconsin Dells
A compact hotel room with a kitchenette, a bed with a headboard, a television, and a painting on the wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a bar stool.
A multi-story hotel with a stone facade, a basketball court, and a parking lot.
A craps table in a casino with multiple slot machines and a large screen in the background.

8. Staybridge Suites Wisconsin Dells - Lake Delton by IHG

Staybridge Suites Wisconsin Dells - Lake Delton by IHG
Wisconsin Dells
  • Ski lodge luxury meets family fun at Wisconsin Dells with an indoor pool, spa pool, and outdoor firepit just steps from adventure.
AU$177
includes taxes & fees
9 Nov - 10 Nov
Staybridge Suites Wisconsin Dells - Lake Delton by IHG
A log cabin with a wooden deck and a number '203' sign, surrounded by tall trees.
A rectangular swimming pool with lounge chairs and umbrellas along the sides.
A golf course with a pond, trees, and a clear sky.
A modern, multi-story building with large windows and a snow-covered roof, surrounded by a wooden fence and trees.

9. 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.
AU$159
includes taxes & fees
21 Oct - 22 Oct
Hilton Vacation Club Christmas Mountain Village
A spacious dining area with a buffet table, large windows, and a brick wall.
A spacious lobby with a high ceiling, brick columns, and a mix of seating areas including sofas and chairs.
An outdoor patio with tables and chairs, a pool area, and a glass-enclosed building with red accents.
A spacious lobby with high ceilings, brick walls, and a modern chandelier. There are potted plants and a seating area with ottomans.

10. Hilton Garden Inn Wisconsin Dells

Hilton Garden Inn Wisconsin Dells
Lake Delton
  • Experience winter wonderland magic in Wisconsin Dells with four steamy spa pools and cross-country skiing just steps away.
AU$171
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 two-story house with a porch, a chimney, and a flag.
A cozy room with a chandelier, a Christmas tree, and a bar area.
A room with a chandelier, wooden flooring, a dining table, and a sofa.

Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel
Mazomanie
AU$316
includes taxes & fees
19 Oct - 20 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.
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.
A spacious lobby with a bar area, seating arrangements, and a decorative partition.

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
Greater Sandburg
AU$176
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 modern living room with a leather sofa, a fireplace, and a large window.
A modern hotel room with a balcony, a dining area, and a large bed with a view of the outdoors.
A hotel room with a large bed, a desk, a chair, a chandelier, and a view of the outdoors.

The Charmant Hotel

The Charmant Hotel
Historic Downtown La Crosse
AU$285
includes taxes & fees
1 Nov - 2 Nov
The Charmant Hotel
A large, two-story house with a stone pathway leading to the front door.
A house with a porch, a small garden with a birdbath, and a pathway leading to the entrance.
A hotel lobby with a wooden floor, striped wallpaper, and a dining area with tables and chairs.
A wooden staircase with a balustrade leading to an upper floor.

Greenway House Bed & Breakfast

Greenway House Bed & Breakfast
Green Lake
AU$273
includes taxes & fees
1 Nov - 2 Nov
Greenway House Bed & Breakfast
A waterfront hotel with outdoor seating and a view of the sunset over the water.
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.
A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.

The Edgewater

The Edgewater
Downtown Madison
AU$326
includes taxes & fees
29 Oct - 30 Oct
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 12 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 20 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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