Title: Book the Best Hotels with POOL in Oswego in 2025 | Expedia.ca [Hotels in Oswego](https://expedia.ca/Oswego-Hotels.d142441.Travel-Guide-Hotels)[Vacation Rentals in Oswego](https://expedia.ca/Oswego-Vacation-Rentals.d142441.Travel-Guide-VacationRentals)[Flights to Oswego](https://expedia.ca/Cheap-Flights-To-Oswego.d142441.Travel-Guide-Flights)[Oswego Car Rentals](https://expedia.ca/Car-Rentals-In-Oswego.d142441.Car-Rental-Guide)[Oswego Vacation Packages](https://expedia.ca/Oswego.d142441.Destination-Travel-Guides) ![View along the Fox River.](https://images.trvl-media.com/place/142441/0f2c17dd-13ca-41e6-95b9-5e5017ce4f3e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Oswego, IL from CA $104 - ![](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 Oswego Hotels with a Pool Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=142441&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oswego Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/2d62c2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/96c4e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/06009eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1110000/1101800/1101748/31487548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Oswego Oswego 8.2/10 Very good (527) "Jessica at the desk was very nice and the room was comfy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $149 CA $165 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Oswego-Hotels-AmericInn-By-Wyndham-Oswego.h1101748.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/4a671455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/54297010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/a6b676f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42100/42042/1c3b1b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country inn & Suites by Radisson Bolingbrook, I-55 Bolingbrook 9.2/10 Wonderful (357) "Clean rooms, the staff was great, breakfast was pretty good and the parking was also great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamatha CA $125 CA $154 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bolingbrook-Hotels-Country-Inn-Suites-By-Radisson-Bolingbrook.h42042.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/800000/793000/792943/ad9ef059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/800000/793000/792943/37632958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/793000/792943/05848e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/800000/793000/792943/9baca3d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Geneva - West Chicago Geneva 8.8/10 Excellent (694) "The check-in staff was very professional and Friendly, the room was very clean, and the breakfast was delicious!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $97 CA $115 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Geneva-Hotels-Comfort-Inn-Suites-Geneva-West-Chicago.h792943.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/593c603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/60816186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/dfeeafb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117800/117765/6b3c2e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham - Joliet Joliet 8.4/10 Very good (1004) "Was a very nice stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kara CA $98 CA $114 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Joliet-Hotels-Wingate-By-Wyndham-Joliet.h117765.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/2322de6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/aebf61bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/d4f39f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/171200/171194/c7679662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn and Suites St Charles - West Chicago St. Charles 8.2/10 Very good (1002) "Convienient, friendly staff, quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick CA $93 CA $104 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Charles-Hotels-Quality-Inn-And-Suites-St-Charles-West-Chicago.h171194.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/667b53bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/2fc8ca76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/5e65dde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17400/17372/7dcdb66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Downers Grove Chicago Downers Grove 9.0/10 Wonderful (1002) "Great experience, clean and beautiful rooms. Bar, breakfast, pool, hot tub, just lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anasofia CA $151 CA $166 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Suites-Downers-Grove.h17372.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900503/bf8d46bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900503/5d9fe51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900503/c01642d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900503/5bc45c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Romeoville - Joliet North by IHG Romeoville 9.0/10 Wonderful (539) "Very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) max CA $133 CA $154 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Suites-Romeoville-Joliet-North.h37900503.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/74296e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/ad598bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/3513f323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/55500/55471/35e86093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Joliet-Plainfield I-55 Joliet 9.0/10 Wonderful (1007) "Had a very great stay,clean room very secured specially lobby. Friendly staff will definitely be staying there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $111 CA $129 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Joliet-Hotels-Hampton-Inn-By-Hilton-Joliet-I-55.h55471.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/2e39e29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/1821276e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/b8921bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/1b057519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Naperville Chicago Naperville 8.8/10 Excellent (870) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jay CA $110 CA $123 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Chicago-Hotels-Tru-By-Hilton-Naperville.h76456627.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/36be89d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/bf44c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/33a780be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/37fb4ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Oak Brook Hills Resort & Conference Center Oak Brook 8.8/10 Excellent (1006) "Excellent restaurant!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William Dino CA $141 CA $180 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.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=2025-12-05&endDate=2025-12-06®ionId=142441&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_142441) ## Top Oswego Hotel Reviews ![Best Western Chicago - Downers Grove](https://images.trvl-media.com/lodging/1000000/20000/11300/11297/ca5256fe_y.jpg) ### Best Western Chicago - Downers Grove 10/10 Excellent "Great experience overall" [](https://expedia.ca/Chicago-Hotels-Comfort-Inn-Downers-Grove-Lombard.h11297.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 "Staff and amenities " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-By-Hilton-Chicago-Lombard-Oak-Brook.h17328.Hotel-Information) ![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/w3838h2556x2y3-00664b38_y.jpg) ### SureStay Plus Hotel by Best Western Chicago Lombard 10/10 Excellent "Excellent " [](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information) ![Chicago Club Inn & Suites](https://images.trvl-media.com/lodging/1000000/10000/8500/8492/02be5769_y.jpg) ### Chicago Club Inn & Suites 10/10 Excellent "Yes" [](https://expedia.ca/Chicago-Hotels-Chicago-Club-Inn-Suites.h8492.Hotel-Information) ![Hyatt Place Chicago/Lombard/Oak Brook](https://images.trvl-media.com/lodging/1000000/290000/284400/284370/bc3442ad_y.jpg) ### Hyatt Place Chicago/Lombard/Oak Brook 10/10 Excellent "Great!!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoLombardOak-Brook.h284370.Hotel-Information) ![Hilton Chicago/Oak Brook Hills Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/bf44c148_y.jpg) ### Hilton Chicago/Oak Brook Hills Resort & Conference Center 10/10 Excellent "Excellent restaurant!" [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information) ![Hyatt Regency Lisle near Naperville](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/0173b9c9_y.jpg) ### Hyatt Regency Lisle near Naperville 10/10 Excellent "Shower head gross " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Lisle-Near-Naperville.h13266.Hotel-Information) ![The Westin Chicago Lombard](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd_y.jpg) ### The Westin Chicago Lombard 10/10 Excellent "Great" [](https://expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information) ![Hampton Inn Chicago/Naperville](https://images.trvl-media.com/lodging/1000000/10000/6700/6645/d0bf35ec_y.jpg) ### Hampton Inn Chicago/Naperville 10/10 Excellent "yes " [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-ChicagoNaperville.h6645.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Oswego? > [Best Western Oswego Hotel](https://www.expedia.ca/Oswego-Hotels-Best-Western-Oswego-Hotel.h424318.Hotel-Information): Offers buffet, an indoor pool, and free self parking. [Chicago Club Inn & Suites](https://www.expedia.ca/Chicago-Hotels-Chicago-Club-Inn-Suites.h8492.Hotel-Information): Features 2 restaurants, an indoor pool, and a 24-hour fitness center. [Motel 6 Naperville, IL](https://www.expedia.ca/Chicago-Hotels-Motel-6-Naperville.h9225.Hotel-Information): Offers full, an indoor pool, and complimentary wired internet access. [SureStay Plus Hotel by Best Western Chicago Lombard](https://www.expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information): Provides complimentary wired internet access, a pool, and free self parking. [The Champagne Lodge & Luxury Suites](https://www.expedia.ca/Chicago-Hotels-The-Champagne-Lodge-Luxury-Suites.h1791716.Hotel-Information): Features a snack bar/deli, an indoor pool, and continental. ### What is there to see and do in Oswego? > Make a point to visit attractions like Hudson Crossing Park and Keller's Farmstand. Discover sights such as Fox Valley Winery during your stay. You'll also discover lots of options for restaurants in Oswego. ### When is the best time to book a hotel with a pool in Oswego? > You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Oswego in the hottest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 30°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Aurora](https://www.expedia.ca/Aurora-Bed-And-Breakfast.d6186-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Aurora](https://www.expedia.ca/Aurora-Chalets.d6186-aaChalets.Travel-Guide-Accommodation) - [Cruise Ships in Aurora](https://www.expedia.ca/Aurora-Cruise-Ships.d6186-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Aurora](https://www.expedia.ca/Aurora-Guest-Houses.d6186-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Aurora](https://www.expedia.ca/Aurora-Holiday-Parks.d6186-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Aurora](https://www.expedia.ca/Aurora-Hostels.d6186-aaHostels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Aurora](https://www.expedia.ca/Aurora-Hotels-Adults-Only-Resorts.0-0-d6186-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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