Title: Book the Best Pleasant Prairie Ski Hotels in 2026 from CA $97 | 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) ![Rural County Park Wisconsin, stream winding through a woods and prairie, with a small foot bridge in the background. Panorama ](https://images.trvl-media.com/place/180854/e52e064a-8ac0-4f10-9116-feda6e6ff45f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Pleasant Prairie, WI from CA $97 - ![](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 [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pleasant Prairie ski hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/89e87f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/9b62a6f6.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/9c435b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Pleasant Prairie Kenosha [](https://www.expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information) Pleasant Prairie 8.4/10 Very good (355) "Everything was as expected! I will certainly consider this location again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $91 CA $104 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/69fedfb6.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) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/03bd7e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/20885f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) Gurnee 8.0/10 Very good (1441) "Clean room, great location right off the highway and near the areas of interest. Staff was friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $87 CA $97 total includes taxes & fees Jan 6 - Jan 7, 2026 [](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) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/abb466b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/7651337d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/7055468c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson Kenosha - Pleasant Prairie [](https://www.expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information) Kenosha 8.6/10 Excellent (1001) "The room was clean, well maintained, and the beds were comfortable. I really liked the multiple breakfast options and wide buffet hours." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $110 CA $125 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information) ![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) ![Room, 1 King Bed, Accessible, Non Smoking (Mobility/Tub w/Grab Bars)](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/3702d3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/5924ee8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont Inn & Suites by Wyndham Richmond [](https://www.expedia.ca/Rockford-Hotels-Baymont-Inn-Suites-By-Wyndham-Richmond.h9059.Hotel-Information) Richmond 7.8/10 Good (688) "It was clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $109 CA $121 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Rockford-Hotels-Baymont-Inn-Suites-By-Wyndham-Richmond.h9059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/16c84804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/a586116e.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) ![Indoor pool](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/51a740d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Kenosha [](https://www.expedia.ca/Bristol-Hotels-SpringHill-Suites-By-Marriott-Kenosha.h59066801.Hotel-Information) Kenosha 9.6/10 Exceptional (377) "very friendly staff and room was very neat and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $139 CA $158 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Bristol-Hotels-SpringHill-Suites-By-Marriott-Kenosha.h59066801.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/672e6b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/13c06bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/4fc01046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/3c18b6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Chicago Waukegan/Gurnee [](https://www.expedia.ca/Chicago-Hotels-TownePlace-Suites-By-Marriott-Chicago-WaukeganGurnee.h61203021.Hotel-Information) Waukegan 9.0/10 Wonderful (149) "Very friendly staff, good breakfast, clean and spacious room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian CA $185 CA $207 total includes taxes & fees Dec 21 - Dec 22 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/8062a1d7.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) ![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 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information) Salem 10/10 Exceptional (9) "Excellent property and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rod L. CA $193 CA $333 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-f2ee4f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-c55e45ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-aea5519b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2500h1669x0y1-b7984f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva! [](https://www.expedia.ca/Twin-Lakes-Hotels-New-Construction-Community-Beach-Access-On-Beautiful-Lake-Elizabeth.h81255384.Hotel-Information) Twin Lakes 10/10 Exceptional (38) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel N. CA $246 CA $595 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Twin-Lakes-Hotels-New-Construction-Community-Beach-Access-On-Beautiful-Lake-Elizabeth.h81255384.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/33714608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/a7f7e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/edc6521e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/w4027h3024x5y0-89619e8a.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. [](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information) Spring Grove 10/10 Exceptional (15) "Large house, indoor pool, plenty of space for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor S. CA $1,612 CA $2,618 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information) ![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/65000000/64990000/64989000/64988936/397facee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/5808d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/11909571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!! [](https://www.expedia.ca/Burlington-Hotels-Fabulous-Lake-House-2-Hours-From-Chicago.h64988936.Hotel-Information) Burlington 9.8/10 Exceptional (94) "Hosts went above and beyond to accommodate my senior mother with a private bed on main level. They were also accommodating on other requests that I had. It was such a fun, nostalgic place. It was all exactly how I remembered the Old Mill to be and the private beach made for some additional family time. I see a wonderful future for this getaway place!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina V. CA $620 CA $1,246 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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=2025-12-27&endDate=2025-12-28®ionId=180854&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Prairie Hotel Reviews ![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee 10/10 Excellent "Very clean and quiet " [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Super 8 by Wyndham Kenosha/Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/50000/40200/40117/f78bd363_y.jpg) ### Super 8 by Wyndham Kenosha/Pleasant Prairie 10/10 Excellent "Room was excellent no issues and i had a great night sleep " [](https://expedia.ca/Pleasant-Prairie-Hotels-Super-8-By-Wyndham-KenoshaPleasant-Prairie.h40117.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - 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