Title: TOP Hotels with Pools in Countryside, IL for 2026 - Countryside Hotels with a Pool | Expedia.co.uk [Countryside Travel Guide](https://expedia.co.uk/Countryside.dx7682)[Hotels in Countryside](https://expedia.co.uk/Countryside-Hotels.d7682.Travel-Guide-Hotels)[Holiday Rentals in Countryside](https://expedia.co.uk/Countryside-Holiday-Rentals.d7682.Travel-Guide-HolidayRentals)[Things to do in Countryside](https://expedia.co.uk/Things-To-Do-In-Countryside.d7682.Travel-Guide-Activities)[Countryside Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Countryside.d7682.Car-Hire-Guide)[Countryside Holidays](https://expedia.co.uk/Countryside.d7682.Holidays-City-Breaks) ![Farmfield rows & clouds](https://images.trvl-media.com/place/7682/cd4c1227-caac-45f0-8c9d-be27fbc471fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Countryside, IL - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Countryside Hotels with Pool Tonight [13 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7682&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Dec - 15 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7682&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7682&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=7682&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Countryside hotels with a pool ![Indoor pool, open 7:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2956) "Great location and great staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lynne £71 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Indoor pool, open 5:00 AM to 11:00 PM, pool loungers](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/a8da386d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free cots/infant beds](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/085d232b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/c35b1006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76460000/76459200/76459163/f1a5921f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Chicago Downtown - Riverwalk by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) Downtown Chicago 8.8/10 Excellent (3460) "Amazing stay, beautiful view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua £93 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Voco-Chicago-Downtown.h76459163.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/e065e04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/0f103d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/3b2677cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown South Loop [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1756) "Clean and staff was courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HANNAH £62 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2185) "The staff was amazing , can’t wait to return " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmin £78 includes taxes & fees 8 Jan - 9 Jan 2026 [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/2435ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/0ea4e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Downtown Chicago 8.2/10 Very good (2742) "Clean room and friendly staff, overall good stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eesaa saalik £90 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.4/10 Very good (2126) "Loved and enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis £116 includes taxes & fees 29 Dec - 30 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b76bffdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/3a5d3e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/6234383e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1049) "Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah £108 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/66b60053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/12cef3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds, Accessible, City View (Mobility, Accessible Tub) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/8acc816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2034) "room was good,location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyan £91 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Downtown Chicago 8.4/10 Very good (4235) "Clean room, very friendly staff and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcia £72 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1514) "Everything was really wonderful.. would stay again for sure!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexa £89 includes taxes & fees 24 Dec - 25 Dec [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.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.co.uk/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28®ionId=7682&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Countryside Hotel Reviews ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "The room view was beautiful! The staff was super attentive and helpful. " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "I would say this is the most convenient place to stay because everything is walking distance " [](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great place always. " [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "The staff is so friendly and helpful. We now have stayed here twice and enjoy the hotel. " [](https://expedia.co.uk/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "Lovely hotel." [](https://expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Staff was great! Room was wonderful! We were upgraded to the panoramic room and it was magical!!!!" [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Great room with double bathroom. Executive level with private elevator." [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Wonderful room, great location and friendly helpful staff. The breakfast buffet is really well done." [](https://expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "This is a great place to stay if you’re visiting Chicago! Right in the heart of downtown. Within walking distance to Millennial Park and all the shops on Michigan Avenue. Only 35 minutes from O’Hare. The staff were courteous and the hotel is beautiful! I would definitely stay here again!" [](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ## Frequently asked questions ### What are some accommodation options with pools in Countryside? ### What is there to see and do in Countryside? ### When is the best time to book a hotel with a pool in Countryside? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [Bedford Park Hotels ](https://www.expedia.co.uk/Bedford-Park-Chicago-Hotels.0-n7224-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Bellwood ](https://www.expedia.co.uk/Bellwood-Hotels-Gay-Friendly-Hotel.0-0-d6132079-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Bolingbrook ](https://www.expedia.co.uk/Bolingbrook-Hotels-Hotel-With-Restaurant.0-0-d55064-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - [Bridgeview Hotels ](https://www.expedia.co.uk/Bridgeview-Hotels.d7045.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Brighton Park ](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132396-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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