A city skyline with modern skyscrapers and a river in the foreground.

Find Ski Hotels in Milwaukee, WI

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Milwaukee Ski Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Milwaukee ski hotels

An outdoor patio area with wicker furniture, hanging plants, and a stone wall backdrop.
A corridor with zebra-patterned flooring, wooden beams, and a glass railing overlooking a lower level.
A modern living room with a city view, a flat-screen TV mounted on the wall, a round coffee table, patterned sofas, and a built-in kitchen area with a refrigerator and microwave.
A hotel entrance with a double door, a doormat with a crown symbol, a bench, and a wall with abstract art.

1. The Iron Horse Hotel

The Iron Horse Hotel
Fifth Ward
NT$5,761
NT$6,792 total
includes taxes & fees
Oct 14 - Oct 15
The Iron Horse Hotel
A spacious living room with a large window, two armchairs, a coffee table, and a bookshelf with books and decorative items.
A building with a central entrance, surrounded by a symmetrical garden with potted plants and a clear sky.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A courtyard with outdoor seating, potted plants, and a clear sky.

2. DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield
Brookfield
  • Relaxing ski getaway with cozy fireplace and indoor pool near Milwaukee County Zoo.
NT$3,187
NT$3,681 total
includes taxes & fees
Oct 1 - Oct 2
DoubleTree by Hilton Milwaukee - Brookfield
A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.
A hotel room with a sofa, armchair, a flat-screen TV, a bookshelf, and a large window offering a city view.
A modern gym with cardio equipment, weight racks, and a large mirror.
A spacious lobby with a central seating area, multiple floors, and a modern design.

3. Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield
Brookfield
  • Mountain lodge retreat with ski amenities nearby offers warm refuge after exhilarating snow adventures.
NT$3,880
NT$4,481 total
includes taxes & fees
Oct 5 - Oct 6
Embassy Suites by Hilton Milwaukee Brookfield
A modern hotel building with a prominent 'Avid' sign, large windows, and a covered entrance area.
A modern reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.
A breakfast buffet with labeled containers of fruits and cereals, a 'Good all round' sign, and a view of the outdoors through large windows.
A modern hotel lobby with a reception desk, seating area, and large windows.

4. avid hotel Milwaukee West Waukesha by IHG

avid hotel Milwaukee West Waukesha by IHG
Pewaukee
NT$3,493
NT$3,947 total
includes taxes & fees
Oct 5 - Oct 6
avid hotel Milwaukee West Waukesha by IHG
An outdoor patio area with tables and chairs, surrounded by string lights and a red canopy.
A bar area with wooden stools, a counter with bottles, and a guitar on the wall.
A two-story stone building with a gabled roof, a front entrance with a door, and a sign that reads "Bed & Breakfast Inn."
A wooden staircase with a 'WELCOME' sign, a dining area with a red rug, and a view of a brick building through a window.

5. The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
Cedarburg
  • Enjoy Victorian ski charm at The Stagecoach Inn, where three hot tubs await after adventures on nearby slopes and trails.
NT$4,922
NT$5,439 total
includes taxes & fees
Oct 8 - Oct 9
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
A wooden ceiling, a hot tub, a sign, and a window.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A hotel kitchen with buffet stations, a coffee machine, and a sign that says "Rise & Shine".
A hotel lobby with a blue sofa, red armchair, and a wooden staircase.

6. Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend
Jackson
NT$2,883
NT$3,185 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Jackson - West Bend
A Country Inn & Suites by Radisson building with a covered entrance, brick facade, and flagpole.
A hotel room with a desk, chair, TV, artwork, and a bathroom with a shower and toilet.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.
An indoor swimming pool with wooden ceiling beams, tiled flooring, and a covered bench.

7. Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
Kenosha
  • Discover ski thrills and winter adventures near Pleasant Prairie; hit the snow and unwind in a hot tub after a day on the slopes.
NT$2,672
NT$3,033 total
includes taxes & fees
Oct 11 - Oct 12
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
A modern dining area with a long table, multiple chairs, pendant lights, and a kitchen in the background.
A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a prominent entrance.
An indoor pool with clear water, tiled walls, and a bench area.
A gym with exercise equipment, a bench, and a wall-mounted TV.

8. Hampton Inn & Suites West Bend

Hampton Inn & Suites West Bend
West Bend
  • Mountain chalet dreams come true at this hotel with direct access to skiing, snowboarding, and winter thrills in West Bend.
NT$3,880
NT$4,404 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites West Bend
A hotel room with a bed, two armchairs, a fireplace, a large mirror, and a window with curtains.
A hotel room with a flat-screen TV, a microwave, a refrigerator, a desk with a chair, a lamp, and a door.
A hotel room with a sofa, a small table, a desk with a chair, a television, and a large window with curtains.
A corner fireplace with a stone facade, a fire burning inside, and a striped carpet on the floor.

9. Quality Inn & Suites East Troy I-43

Quality Inn & Suites East Troy I-43
East Troy
  • Ski-in, ski-out convenience at Alpine Valley Resort with an indoor pool and hot tub to warm up after thrilling snow adventures.
NT$2,599
NT$2,943 total
includes taxes & fees
Oct 26 - Oct 27
Quality Inn & Suites East Troy I-43
View all properties

Choose what matters most at ski hotels in Milwaukee

Resort
4 stars
5 stars
Spa
Family-friendly

Top Milwaukee Hotel Reviews

Explore a world of travel with Expedia