Title: Book the Best Hotels with POOL in Winthrop Harbor in 2025 | Expedia.ca [Hotels in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Vacation Rentals in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Vacation-Rentals.d183192.Travel-Guide-VacationRentals)[Winthrop Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop-Harbor.d183192.Car-Rental-Guide)[Winthrop Harbor Vacation Packages](https://expedia.ca/Winthrop-Harbor.d183192.Destination-Travel-Guides) ![Lake Michigan showing a bay or harbor](https://images.trvl-media.com/place/6338716/94ae8062-01b7-4cdf-b3dd-7ea1c75a7654.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Winthrop Harbor, IL from CA $101 - ![](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 Winthrop Harbor Hotels with a Pool Tonight [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-28&endDate=2025-11-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-29&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winthrop Harbor Hotels with a Pool ![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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/a191b4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f05bae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/21709df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Gurnee Gurnee 9.0/10 Wonderful (1013) "Great affordable hotel option near everything important in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AJhourni CA $120 CA $134 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.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) ![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) ![Deluxe Room, 2 Double Beds, Non Smoking (Pet-Friendly)](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/2f4b0f36.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) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee Gurnee 8.0/10 Very good (1428) "food was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole CA $90 CA $101 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Indoor pool, open 7:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/2a4b79e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/d81fc6bc.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) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/34e59b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Inn Kenosha/Pleasant Prairie Kenosha 8.8/10 Excellent (1009) "Everything was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $101 CA $122 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/f235a971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24682/25bdd83d.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 Downtown Kenosha 7.8/10 Good (1002) "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 $120 CA $137 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kenosha-Hotels-Wyndham-Garden-Kenosha-Harborside.h24682.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) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/f9014318.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84500/84410/83b52ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI Mount Pleasant 8.8/10 Excellent (1007) "My stay here is always AMAZING!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $117 CA $140 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h84410.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/500/497/b4f1d376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/500/497/c29bf8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/497/5e34783a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/500/497/705dca92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Hotel Racine Harbourwalk Historic Downtown Racine 8.4/10 Very good (1002) "Everything was great. I will book again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne CA $139 CA $157 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Racine-Hotels-Doubletree-By-Hilton-Hotel-Racine-Harbourwalk.h497.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11650000/11647300/11647201/w3840h2556x0y3-1d112337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/12000000/11650000/11647300/11647201/14e1f5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/12000000/11650000/11647300/11647201/ba294209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11650000/11647300/11647201/4d023227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Kenosha Pleasant Prairie Kenosha 9.0/10 Wonderful (631) "very nice and clean hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don CA $122 CA $139 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kenosha-Hotels-Hampton-Inn-Suites-Kenosha.h11647201.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/721ffeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/d7bcfea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/6b0eb58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/a6278989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Gurnee Gurnee 7.6/10 Good (1005) "Check in was super easy. All staff was friendly & helpful. The hotel & room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachelle CA $118 CA $132 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Gurnee-Convention-Center.h13356.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/1b9a247a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/bf0c06f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/db298e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG Pleasant Prairie 8.8/10 Excellent (537) "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 $105 CA $120 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-Holiday-Inn-Express-Hotel-Suites-Pleasant-Prairie-Kenosha.h454842.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/89b65995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/933a7384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/67e27ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Non Smoking (2 Queen Beds with Sofa Bed)](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/1492c3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chicago-Libertyville Libertyville 9.2/10 Wonderful (932) "Clean, friendly, quiet, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jhamil CA $128 CA $142 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.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=2025-12-13&endDate=2025-12-14®ionId=183192&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_183192) ## Top Winthrop Harbor Hotel Reviews ![Comfort Inn & Suites Mundelein-Vernon Hills](https://images.trvl-media.com/lodging/1000000/30000/20100/20021/5c51e0b0_y.jpg) ### Comfort Inn & Suites Mundelein-Vernon Hills 10/10 Excellent "Clean, great s" [](https://expedia.ca/Chicago-Hotels-Baymont-Inn-Suites-By-Wyndham-Mundelein-Near-Vernon-Hills.h20021.Hotel-Information) ![Hotel Indigo Chicago-Vernon Hills by IHG](https://images.trvl-media.com/lodging/1000000/50000/42600/42520/a9a70adc_y.jpg) ### Hotel Indigo Chicago-Vernon Hills by IHG 10/10 Excellent "Awesome place and location!" [](https://expedia.ca/Chicago-Hotels-Hotel-Indigo-Vernon-Hills.h42520.Hotel-Information) ![Hampton Inn & Suites Chicago-Libertyville](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/933a7384_y.jpg) ### Hampton Inn & Suites Chicago-Libertyville 10/10 Excellent "Check-in was quick and the staff were very friendly. Our room was nice and clean. There were enough options during breakfast and the food was tasty. Overall a very good stay!" [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.Hotel-Information) ![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 "Sink backed up" [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Holiday Inn Express & Suites Waukegan by IHG](https://images.trvl-media.com/lodging/3000000/2160000/2156300/2156297/a2417add_y.jpg) ### Holiday Inn Express & Suites Waukegan by IHG 10/10 Excellent "Great experience would stay there again Went for navy graduation and it was worth the stay" [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Suites-Waukegan.h2156297.Hotel-Information) ![Wingate by Wyndham Gurnee](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/51b2dfd0_y.jpg) ### Wingate by Wyndham Gurnee 10/10 Excellent "Clean room, was upgraded to Suite to my surprise. Lovely room and appreciate the staff" [](https://expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ![Sonesta ES Suites Chicago Waukegan Gurnee](https://images.trvl-media.com/lodging/1000000/290000/283200/283122/bfa6f6a9_y.jpg) ### Sonesta ES Suites Chicago Waukegan Gurnee 10/10 Excellent "The room had two bed rooms and two bathrooms, 3 TVs, a whole kitchen that was stocked with all your kitchen needs. It had a fireplace as well. My son graduated from Navy boot camp, and for me to be able to cook him a home cooked meal since he had been gone for 9 weeks was absolutely everything to us. We would recommend this establishment to any and all Navy recruit families." [](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Waukegan.h283122.Hotel-Information) ![Best Western Executive Inn Kenosha/Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/680eb1a0_y.jpg) ### Best Western Executive Inn Kenosha/Pleasant Prairie 10/10 Excellent "The room was in great shape. The refrigerator was working but that wasn't a big deal for me. Very comfortable bed. Breakfast was really good. The free beer was nice too." [](https://expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information) ![Comfort Suites Grayslake near Libertyville North](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/c4f01278_y.jpg) ### Comfort Suites Grayslake near Libertyville North 10/10 Excellent "My stay at the Comfort Suites was comfortable and quiet, with the room and pool area being very clean. I also appreciated the friendly cleaning staff who greeted guests in the hallway. As my room faced the east, there was a beautiful sunrise from my window! Great stay for the price!" [](https://expedia.ca/Grayslake-Hotels-Comfort-Suites.h2363522.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winthrop Harbor? > [LA VILLA MOTEL](https://www.expedia.ca/Winthrop-Harbor-Hotels-LA-VILLA-MOTEL.h91895868.Hotel-Information): Hotel located near Six Flags Great America. Provides continental, an indoor pool, and free self parking. [Motel Sun Inn](https://www.expedia.ca/Winthrop-Harbor-Hotels-Motel-Sun-Inn.h1279846.Hotel-Information): Offers complimentary wired internet access, an indoor pool, and free self parking. [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): Hotel located near Naval Base Great Lakes. Features daily, a seasonal outdoor pool, and free self parking. [Hotel Indigo Chicago-Vernon Hills by IHG](https://www.expedia.ca/Chicago-Hotels-Hotel-Indigo-Vernon-Hills.h42520.Hotel-Information): Offers buffet, an indoor pool, and complimentary wired internet access. [DoubleTree by Hilton Libertyville - Mundelein](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information): Offers daily, an indoor pool, and free self parking. ### What is there to see and do in Winthrop Harbor? > Explore places like Lake Michigan while you're in Winthrop Harbor. Surround yourself with nature at North Point Marina Beach. ### When is the best time to book a hotel with a pool in Winthrop Harbor? > Taking into account the local weather in Winthrop Harbor can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. Average annual precipitation for Winthrop Harbor is 41 inches. ### What's the best way to travel around Winthrop Harbor? > Knowing the transportation options in and around Winthrop Harbor can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop aboard a train at Winthrop Harbor Station. Winthrop Harbor might not have very many public transit options to choose from so consider renting a car to explore more. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Beach Park](https://www.expedia.ca/Beach-Park-Bed-And-Breakfast.d183175-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Boutique-Hotel.0-0-d183175-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Cheap-Hotels.0-0-d183175-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Golf-Hotel.0-0-d183175-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Hotel-With-Pool.0-0-d183175-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Pet-Friendly-Hotel.0-0-d183175-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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