Title: Book the Best Hotels with POOL in Chester in 2026 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6139861.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6139861.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6139861.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6139861.Destination-Travel-Guides) ![View of a serene sunset over the Mississippi River with a bridge and a boat, Chester, United States.](https://images.trvl-media.com/place/6139861/daaedb53-d06a-4dd2-a501-e90fa192b410.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Chester, IL from CA $99 - ![](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 Chester Hotels with a Pool Tonight [Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-11&endDate=2026-01-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 12 - Jan 13](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-12&endDate=2026-01-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6139861&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels with a pool ![Spa](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/456e3083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/331aa35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/86fc789b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/22f66a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Sparta by IHG [](https://www.expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) Sparta 9.2/10 Wonderful (377 reviews) "Great place! And excellent stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Casey CA $136 CA $151 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/2b5bb07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/ab22ad5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/1d457549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/0c87c756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Perryville by IHG [](https://www.expedia.ca/Perryville-Hotels-Holiday-Inn-Express-Suites-Perryville.h20115319.Hotel-Information) Perryville 9.2/10 Wonderful (551 reviews) "lean, updated rooms, friendly staff and great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $127 CA $145 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Perryville-Hotels-Holiday-Inn-Express-Suites-Perryville.h20115319.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/1951433d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/807f3a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (1 Bedroom)](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/e270ba08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/504b77a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Perryville [](https://www.expedia.ca/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) Perryville 8.4/10 Very good (945 reviews) "Great beds Temperature control " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan CA $91 CA $104 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) ![Indoor pool, open 9:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/e30ca542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/4e27af4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/5446251c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/b67b4baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinckeyville Inn and Suites [](https://www.expedia.ca/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.Hotel-Information) Pinckneyville 6.4/10 (378 reviews) "Yes room was very clean. Staff was very helpful and friendly. Ill definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $110 CA $122 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/3c01baef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/219ce8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/30d9a303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/eea1cbcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Festus [](https://www.expedia.ca/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) Festus 6.8/10 (927 reviews) "Room was good and staff was helpful and friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $106 CA $122 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/f6ab26a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/19d8e2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/e7849830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/0ac21fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Perryville [](https://www.expedia.ca/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) Perryville 6.8/10 (417 reviews) "Was a nice place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesliee CA $86 CA $99 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/85000/84949/bf2aa006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/90000/85000/84949/26f852d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/1000000/90000/85000/84949/6b56391d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/85000/84949/0d3bba3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Perryville I-55 [](https://www.expedia.ca/Perryville-Hotels-Quality-Inn.h84949.Hotel-Information) Perryville 6.6/10 (124 reviews) "Nice place would recommend Mary Jane’s if you’re looking for good food " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $104 CA $120 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Perryville-Hotels-Quality-Inn.h84949.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=2026-01-25&endDate=2026-01-26®ionId=6139861&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![ Pinckeyville Inn and Suites](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/e30ca542_y.jpg) ### Pinckeyville Inn and Suites 10/10 Excellent "Yes room was very clean. Staff was very helpful and friendly. Ill definitely be back." [](https://expedia.ca/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.Hotel-Information) ![Holiday Inn Express Hotel & Suites Sparta by IHG](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/331aa35f_y.jpg) ### Holiday Inn Express Hotel & Suites Sparta by IHG 10/10 Excellent "It was nice with friendly staff " [](https://expedia.ca/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Days Inn by Wyndham Perryville](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/f6ab26a4_y.jpg) ### Days Inn by Wyndham Perryville 10/10 Excellent "No" [](https://expedia.ca/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Festus - St. Louis South](https://images.trvl-media.com/lodging/1000000/50000/42200/42120/1887aa70_y.jpg) ### La Quinta Inn & Suites by Wyndham Festus - St. Louis South 10/10 Excellent "Room was clean. Towels were nice. Shower was hot. Breakfast was good. " [](https://expedia.ca/Farmington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Festus-St-Louis-South.h42120.Hotel-Information) ![Baymont by Wyndham Chester IL](https://images.trvl-media.com/lodging/1000000/10000/1700/1699/19091438_y.jpg) ### Baymont by Wyndham Chester IL 10/10 Excellent "The hotel has been declining in recent years but the new management is working to make things better and they are doing a great job. Our room was very comfortable and clean. The staff were very friendly and helpful. It was an enjoyable experience and we will stay here again. " [](https://expedia.ca/Chester-Hotels-Baymont-By-Wyndham-Chester-IL.h1699.Hotel-Information) ![Super 8 by Wyndham Perryville](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/f824aec9_y.jpg) ### Super 8 by Wyndham Perryville 10/10 Excellent "The room and common area was very clean and attractive. But breakfast was a big disapp ointment. Maybe they ran out of bacon or sausage but it wasn't refilled so all of this left and 8:30 was waffles cereal and scrambled eggs." [](https://expedia.ca/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) ![Baymont by Wyndham Festus](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/219ce8d0_y.jpg) ### Baymont by Wyndham Festus 10/10 Excellent "The hotel was very clean and had a nice variety for breakfast. Breakfast area was kept clean and well stocked." [](https://expedia.ca/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) ![Briarwood Inn of Sparta](https://images.trvl-media.com/lodging/1000000/700000/692700/692668/372ece1a_y.jpg) ### Briarwood Inn of Sparta 10/10 Excellent "My stay was excellent. The owner even gave me a ride to church and I am very thankful" [](https://expedia.ca/Chester-Hotels-Briarwood-Inn-Of-Sparta.h692668.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Chester with outdoor pools? > In addition to its inviting outdoor pool, the Baymont offers complimentary amenities such as a hearty continental breakfast and free Wi-Fi, ensuring a convenient and enjoyable stay for families. Guests often highlight the friendly staff and the cozy lobby, which creates a warm atmosphere right from the moment you arrive. The hotel also provides free parking, making it easy for those traveling by RV, bus, or truck. > > > For families looking for a balance of quality, convenience, and good value, the Baymont by Wyndham Chester IL stands out as a delightful choice in this charming town. ### How much does a hotel with outdoor pool in Chester cost? ### Is it cheaper to book flights and a hotel in Chester as a package? ### How can I save on a hotel in Chester with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Farmstay in Ava ](https://www.expedia.ca/Ava-Agritourism.d3000420830-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Ava ](https://www.expedia.ca/Ava-Apartments.d3000420830-aaApartments.Travel-Guide-Accommodation) - [B&B in Ava ](https://www.expedia.ca/Ava-Bed-And-Breakfast.d3000420830-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Ava ](https://www.expedia.ca/Ava-Guest-Houses.d3000420830-aaGuestHouses.Travel-Guide-Accommodation) - 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