Title: Book the Best Hotels with POOL in Pleasant Prairie in 2026 | 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 Hotels with a Pool 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 Hotels with a Pool Tonight [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pleasant Prairie hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/30000000/29510000/29509200/29509196/8574e598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29510000/29509200/29509196/8e6eb258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/30000000/29510000/29509200/29509196/86100308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29510000/29509200/29509196/8af60f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Kenosha Pleasant Prairie [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Fairfield-Inn-Suites-Kenosha-Pleasant-Prairie.h29509196.Hotel-Information) Pleasant Prairie 9.2/10 Wonderful (674) "Room was clean and comfortable Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $128 CA $145 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Fairfield-Inn-Suites-Kenosha-Pleasant-Prairie.h29509196.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/c9b47a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/0d7a122e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/580cfd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/1b9a247a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Holiday-Inn-Express-Hotel-Suites-Pleasant-Prairie-Kenosha.h454842.Hotel-Information) Pleasant Prairie 8.8/10 Excellent (540) "The room was clean & cool, plenty of space in the room and staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri CA $117 CA $133 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Holiday-Inn-Express-Hotel-Suites-Pleasant-Prairie-Kenosha.h454842.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/0baa926b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/5776838e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/fbb894d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/604ca7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Pleasant Prairie Kenosha [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.Hotel-Information) Pleasant Prairie 8.8/10 Excellent (955) "Staff was nice room was clean and it was very quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ciara CA $129 CA $146 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/d1f9a35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/w3000h1999x0y0-2fd060b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/cd8974c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f1e66d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Gurnee [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) Gurnee 9.0/10 Wonderful (1002) "The staff was great!! The stay was excellent!! It right across the street from the mall and alot of food places" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kanosha CA $116 CA $130 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/fa9bc5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/2b1f95d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/680eb1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves dinner and happy hour](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/91fdb330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Inn Kenosha/Pleasant Prairie [](https://www.expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information) Kenosha 8.8/10 Excellent (1004) "The staff was super helpful and the breakfast was really good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger CA $100 CA $120 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/97000000/96270000/96265600/96265525/613d2e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Room](https://images.trvl-media.com/lodging/97000000/96270000/96265600/96265525/9b07680c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/97000000/96270000/96265600/96265525/8fe006ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96270000/96265600/96265525/fb792dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antioch Hotel & Suites [](https://www.expedia.ca/Antioch-Hotels-Antioch-Hotel-Suites.h96265525.Hotel-Information) Antioch 8.8/10 Excellent (472) "Nice room and very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $143 CA $158 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Antioch-Hotels-Antioch-Hotel-Suites.h96265525.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/85092cc1.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) ![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) ### 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 (1452) "The staff was helpful and very friendly , clean rooms and breakfast was awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna CA $87 CA $97 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/6108908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/a02f1fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/92610ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/fc88529d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h84410.Hotel-Information) Mount Pleasant 8.8/10 Excellent (1001) "It was very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $104 CA $125 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h84410.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/1b7aeaa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Lake View](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/0ceb8638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/f804604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/0446143e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Kenosha Harborside [](https://www.expedia.ca/Kenosha-Hotels-Wyndham-Garden-Kenosha-Harborside.h24682.Hotel-Information) Downtown Kenosha 7.8/10 Good (1001) "Everything was spot on clean friendly conveniently located within walking distance to bars and restaurants and the view is amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $118 CA $134 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Kenosha-Hotels-Wyndham-Garden-Kenosha-Harborside.h24682.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/71000000/70130000/70125100/70125072/c58ae37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/71000000/70130000/70125100/70125072/8b875d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/71000000/70130000/70125100/70125072/323c3104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70130000/70125100/70125072/7bc79857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Racine Mount Pleasant by IHG [](https://www.expedia.ca/Milwaukee-Hotels-Staybridge-Suites-Racine-Mount-Pleasant.h70125072.Hotel-Information) Mount Pleasant 9.2/10 Wonderful (160) "Clean room, nice breakfast, nice pool for kiddos" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $137 CA $155 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Milwaukee-Hotels-Staybridge-Suites-Racine-Mount-Pleasant.h70125072.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=2026-01-03&endDate=2026-01-04®ionId=180854&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Prairie Hotel Reviews ## Frequently asked questions ### What are some accommodations with pools in Pleasant Prairie? ### What is there to see and do in Pleasant Prairie? ### When is the best time to book a hotel with a pool in Pleasant Prairie? ## 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) - 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