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Check availability on Milwaukee Ski Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Milwaukee ski hotels

An outdoor patio area with wicker furniture, hanging plants, and a stone wall backdrop.
A hotel entrance with a double door, a doormat with a crown symbol, a bench, and a wall with abstract art.
A spacious lounge area with leather sofas, wooden tables, and a large American flag.
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.

1. The Iron Horse Hotel

The Iron Horse Hotel
Fifth Ward
NT$5,750
NT$6,780 total
includes taxes & fees
Oct 11 - Oct 12
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 lobby with a reception desk, patterned sofas, and a decorative wall.
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.

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$3,095
NT$3,575 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 spacious lobby with a central seating area, a bar, and a staircase leading to upper floors.
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$3,876
NT$4,477 total
includes taxes & fees
Oct 7 - Oct 8
Embassy Suites by Hilton Milwaukee Brookfield
A modern hotel building with a prominent 'Avid' sign, large windows, and a covered entrance 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.
A modern reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.

4. avid hotel Milwaukee West Waukesha by IHG

avid hotel Milwaukee West Waukesha by IHG
Pewaukee
NT$3,207
NT$3,624 total
includes taxes & fees
Sep 27 - Sep 28
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$4,917
NT$5,433 total
includes taxes & fees
Sep 24 - Sep 25
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
A wooden ceiling, a hot tub, a sign, and a window.
A hotel kitchen with buffet stations, a coffee machine, and a sign that says "Rise & Shine".
An indoor swimming pool with wooden beams, tiled walls, and a lifeguard chair.
A hotel room with two beds, a desk, a TV, and a window with curtains.

6. Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend
Jackson
NT$2,939
NT$3,248 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Jackson - West Bend
A Country Inn & Suites by Radisson building with a covered entrance, brick facade, and flagpole.
An indoor swimming pool with wooden ceiling beams, tiled flooring, and a covered bench.
A hotel room with two beds, a desk, a chair, a lamp, and a large window.
A hotel room with a desk, chair, TV, artwork, and a bathroom with a shower and toilet.

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$2,669
NT$3,030 total
includes taxes & fees
Oct 18 - Oct 19
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
A modern reception area with a flat-screen TV, a reception desk, and a herringbone-patterned floor.
A hotel room with a large bed, two bedside tables, and three wall-mounted lamps.
A reception area with a Days Inn sign, a blue sofa, a striped armchair, and a herringbone wood floor.
A modern restaurant with marble-topped tables and chairs, a coffee station, and a refrigerator with beverages.

8. Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha
Pleasant Prairie
  • Snowcapped adventures await at this hospitable hotel offering ski storage and mountain accessibility.
NT$1,927
NT$2,187 total
includes taxes & fees
Sep 27 - Sep 28
Days Inn by Wyndham Pleasant Prairie Kenosha
A modern dining area with a long table, multiple chairs, pendant lights, and a kitchen in the background.
An indoor pool with clear water, tiled walls, and a bench area.
A gym with exercise equipment, a bench, and a wall-mounted TV.
A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a prominent entrance.

9. 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$4,140
NT$4,699 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites West Bend
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Choose what matters most at ski hotels in Milwaukee

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