Title: Book the Best Hotels with POOL in Wheeling in 2026 | Expedia.ca [Hotels in Wheeling](https://expedia.ca/Wheeling-Hotels.d173972.Travel-Guide-Hotels)[Vacation Rentals in Wheeling](https://expedia.ca/Wheeling-Vacation-Rentals.d173972.Travel-Guide-VacationRentals)[Flights to Wheeling](https://expedia.ca/Cheap-Flights-To-Wheeling.d173972.Travel-Guide-Flights)[Wheeling Car Rentals](https://expedia.ca/Car-Rentals-In-Wheeling.d173972.Car-Rental-Guide)[Wheeling Vacation Packages](https://expedia.ca/Wheeling.d173972.Destination-Travel-Guides) ![Old Watermill in Midway Village of Rockford Town, Illinois](https://images.trvl-media.com/place/173972/9295dd5c-e746-48ce-95ec-885f26a70db2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Wheeling, IL 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 Wheeling Hotels with a Pool Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=173972&startDate=2025-12-19&endDate=2025-12-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=173972&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=173972&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=173972&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wheeling hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1506000/1505968/743bd087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1506000/1505968/w3998h2667x0y0-8092c7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506000/1505968/5dcec1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1510000/1506000/1505968/8e2860ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Chicago North Shore [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-North-Shore.h1505968.Hotel-Information) Wheeling 8.8/10 Excellent (1000) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elias CA $163 CA $184 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-North-Shore.h1505968.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/d646d69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 16.95 per person)](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/3d17ff87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/7164f74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/923836ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago North Shore/Evanston [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information) Downtown Evanston 8.8/10 Excellent (1003) "Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $111 CA $127 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/b68c2f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/b1c8851a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/3855d04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/85c927f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chicago O'Hare [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.Hotel-Information) Des Plaines 9.2/10 Wonderful (845) "The room was clean and the girl at the front desk was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $116 CA $132 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.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) ![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) ![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) ### 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 7 - Jan 8, 2026 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/733b41ae.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.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, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/062f63ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/92df4fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Suite, 1 Bedroom, Terrace](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/b05818ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Chicago Lombard [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information) Lombard 8.8/10 Excellent (1153) "Great location, the room was clean, the lobby was decorated beautifully!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgette CA $145 CA $161 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/330000/327500/327433/cc66c427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/330000/327500/327433/8cc9954a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/327500/327433/a0a96e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Bathtub (with Single Sofabed)](https://images.trvl-media.com/lodging/1000000/330000/327500/327433/aa1dbaba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Elgin - Chicago [](https://www.expedia.ca/West-Dundee-Hotels-Sonesta-Select-Chicago-Elgin-West-Dundee.h327433.Hotel-Information) West Dundee 8.2/10 Very good (1000) "Clean and quiet. Good full breakfast from eggs and bacon to waffles to oats and pastries and fruit. Plenty of parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meredith CA $116 CA $130 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/West-Dundee-Hotels-Sonesta-Select-Chicago-Elgin-West-Dundee.h327433.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15760000/15758200/15758132/a60733ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15760000/15758200/15758132/b1f8b64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, free minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15760000/15758200/15758132/89331466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, cocktail bar, rooftop bar, rooftop bar](https://images.trvl-media.com/lodging/16000000/15760000/15758200/15758132/5b60adf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Robey, Chicago, a Member of Design Hotels [](https://www.expedia.ca/Chicago-Hotels-The-Robey.h15758132.Hotel-Information) West Town 9.2/10 Wonderful (1001) "Good location, great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $170 CA $234 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Robey.h15758132.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) ![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) ![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/3000000/2750000/2745500/2745445/09384752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chicago-Libertyville [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.Hotel-Information) Libertyville 9.2/10 Wonderful (943) "Wonderful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge CA $129 CA $143 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/610000/601700/601634/68615963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking, Hot Tub](https://images.trvl-media.com/lodging/1000000/610000/601700/601634/2ccdb23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601634/6eb08ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/610000/601700/601634/fa25378a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Des Plaines/O’Hare [](https://www.expedia.ca/Chicago-Hotels-Best-Western-Des-Plaines-Inn.h601634.Hotel-Information) Des Plaines 7.4/10 Good (1002) "Very satisfying stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brigitte CA $103 CA $117 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Chicago-Hotels-Best-Western-Des-Plaines-Inn.h601634.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=173972&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Wheeling Hotel Reviews ![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg) ### Marriott Chicago O'Hare 10/10 Excellent "I enjoyed my stay. All around great experience. " [](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ![Loews Chicago O'Hare Hotel](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5_y.jpg) ### Loews Chicago O'Hare Hotel 10/10 Excellent "Very good service. Convenient " [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![Hampton Inn Chicago-O'Hare International Airport](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/75d50163_y.jpg) ### Hampton Inn Chicago-O'Hare International Airport 10/10 Excellent "😊" [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Easy excess from " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Embassy Suites by Hilton Chicago Lombard Oak Brook](https://images.trvl-media.com/lodging/1000000/20000/17400/17328/d0bdaa8e_y.jpg) ### Embassy Suites by Hilton Chicago Lombard Oak Brook 10/10 Excellent "The front desk agent was very professional and efficient. She got me registered well under ten minutes and shared information about the hotel’s amenities & complimentary meals. The agent also accommodated my request to stay on a lower level floor. The room was clean and close to the elevators. The bed was very comfortable!" [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-By-Hilton-Chicago-Lombard-Oak-Brook.h17328.Hotel-Information) ![Eaglewood Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0_y.jpg) ### Eaglewood Resort and Spa 10/10 Excellent "I am a big fan of the resort. I love the ambiance and amenities. And, the staff is very friendly. I will continue to make it my resort of choice when in the area! " [](https://expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![Comfort Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg) ### Comfort Suites Chicago O'Hare Airport 10/10 Excellent "Good price and clean " [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "All great " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Country Inn & Suites by Radisson, Chicago O'Hare South, IL](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/bab1db44_y.jpg) ### Country Inn & Suites by Radisson, Chicago O'Hare South, IL 10/10 Excellent "Good service " [](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Wheeling? ### What is there to see and do in Wheeling? ### When is the best time to book a hotel with a pool in Wheeling? ### What's the best way to travel around Wheeling? ## Explore a world of travel with Expedia - 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