Title: Book the Best Pleasant Prairie Ski Hotels in 2025 | Expedia.ca [Hotels in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)[Pleasant Prairie Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Prairie.d180854.Car-Rental-Guide)[Pleasant Prairie Vacation Packages](https://expedia.ca/Pleasant-Prairie.d180854.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Pleasant Prairie, WI ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pleasant Prairie Ski Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasant Prairie Ski Hotels ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/883bb863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/d3fabed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/6e7d1173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/b2da917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Pleasant Prairie Kenosha Pleasant Prairie 8.4/10 Very good (321) "Polite staff. Room met expectations. Good location and cost. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $100 CA $114 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/5924ee8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/a1738b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/f4bd2c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/af4179b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont Inn & Suites by Wyndham Richmond Richmond 7.8/10 Good (681) "Staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian J CA $107 CA $119 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rockford-Hotels-Baymont-Inn-Suites-By-Wyndham-Richmond.h9059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/29b38b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/7b88d39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/67af8521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/8d485790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Hotel and Marina McHenry 8.0/10 Very good (448) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marshaila CA $108 CA $120 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/McHenry-Hotels-Waterfront-Hotel-And-Marina.h9048032.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/733b41ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/70ab378e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee Gurnee 8.0/10 Very good (1366) "The staff was very friendly and helpful. Everything was clean and the breakfast was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta CA $105 CA $117 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/daac7f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/b34bf4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/7c0eb0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/4238bc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson Kenosha - Pleasant Prairie Kenosha 8.6/10 Excellent (1002) "Hotel was clean and quiet, would absolutely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $130 CA $147 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/w4000h2662x0y0-14acad94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/e369d383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/c38cf3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/58a60856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Kenosha Kenosha 9.6/10 Exceptional (368) "Very comfortable and super nice place all the way around " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salan CA $150 CA $170 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Bristol-Hotels-SpringHill-Suites-By-Marriott-Kenosha.h59066801.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/3ebe1c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/799cdc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/6b5965bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/e5634a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Chicago Waukegan/Gurnee Waukegan 9.0/10 Wonderful (142) "Very friendly staff, good breakfast, clean and spacious room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian CA $178 CA $199 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-TownePlace-Suites-By-Marriott-Chicago-WaukeganGurnee.h61203021.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/aa34d03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/cd12c8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/8062a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/640b08c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with a pier and kayaks in Paddock Lake Salem 10/10 Exceptional (8) "Cute, clean, and a quick and easy drive to Kenosha. We enjoyed our stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $210 CA $339 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/a7f7e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/bf2b7a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/acfaf9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/915e601f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air. Spring Grove 10/10 Exceptional (13) "Our family loved this property. Perfect space for our family of 15; the pool was the icing on the cake. We appreciated all the amenities , and the extra touch of beautiful fresh flowers did not go unnoticed. Great setup in the kitchen for preparing meals. The kiddos loved the ability to play video games. Great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane L. CA $1,597 CA $2,587 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/9ead5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/w1024h677x0y4-718bcd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/65742e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/f51174c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!! Burlington 9.8/10 Exceptional (91) "One of my favorite places I've stayed at " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sami a. CA $315 CA $887 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Burlington-Hotels-Fabulous-Lake-House-2-Hours-From-Chicago.h64988936.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03®ionId=180854&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Prairie Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Aparthotels in Bristol](https://www.expedia.ca/Bristol-Apart-Hotels.d3000461489-aaApartHotels.Travel-Guide-Accommodation) - [Hotels with a Pool in Bristol](https://www.expedia.ca/Bristol-Hotels-Hotel-With-Pool.0-0-d3000461489-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bristol](https://www.expedia.ca/Bristol-Hotels-Luxury-Hotel.0-0-d3000461489-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Bristol](https://www.expedia.ca/Bristol-Hotels-Spa-Hotel.0-0-d3000461489-tSpaHotel.Travel-Guide-Filter-Hotels) - [Bristol Hotels](https://www.expedia.ca/Bristol-Hotels.d3000461489.Travel-Guide-Hotels) - [Luxury Hotels in Kenosha County](https://www.expedia.ca/Destinations-In-Kenosha-County-Luxury-Hotel.0-0-d553248635976432809-tLuxuryHotel.Hotel-Filter-Destinations) - 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