Title: The Best Chester Hotels with Pools from $69 - Hotels with indoor pools in Chester, IL | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx6139861)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6139861.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6139861.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6139861.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6139861.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/6139861/daaedb53-d06a-4dd2-a501-e90fa192b410.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Chester Hotels with a Pool Tonight [Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=6139861&startDate=2026-03-15&endDate=2026-03-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 16 - Mar 17](https://www.expedia.com/Hotel-Search?regionId=6139861&startDate=2026-03-16&endDate=2026-03-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6139861&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6139861&startDate=2026-03-27&endDate=2026-03-29&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) ![Room amenity](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/2635c5bf.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691121/93f13efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Sparta by IHG [](https://www.expedia.com/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) Sparta 9.2/10 Wonderful (383 reviews) "Great place! And excellent stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Casey $105 nightly $117 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20115400/20115319/469821a6.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.com/Perryville-Hotels-Holiday-Inn-Express-Suites-Perryville.h20115319.Hotel-Information) Perryville 9.2/10 Wonderful (566 reviews) "lean, updated rooms, friendly staff and great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda $95 nightly $109 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/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) ![Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, blackout drapes](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/807f3a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Perryville [](https://www.expedia.com/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.Hotel-Information) Perryville 8.4/10 Very Good (962 reviews) "Excellent place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $65 nightly $75 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/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) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/fe1e6cb7.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.com/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.Hotel-Information) Pinckneyville 6.4/10 (387 reviews) "better experience this time the management was amazing to us" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $62 nightly $69 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.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) ![Room, 1 King Bed | Jetted tub](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/6caf4858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Perryville [](https://www.expedia.com/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) Perryville 6.8/10 (424 reviews) "Great people there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trasea $71 nightly $82 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/b5436bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Festus [](https://www.expedia.com/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.Hotel-Information) Festus 6.8/10 (941 reviews) "Room was good and staff was helpful and friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $81 nightly $93 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.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) ![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) ![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) ### Quality Inn Perryville I-55 [](https://www.expedia.com/Perryville-Hotels-Quality-Inn.h84949.Hotel-Information) Perryville 6.6/10 (128 reviews) "satisfactory" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric $81 nightly $92 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Perryville-Hotels-Quality-Inn.h84949.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/126000000/125890000/125884400/125884343/2b0fdc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/126000000/125890000/125884400/125884343/03343e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/126000000/125890000/125884400/125884343/6ac454e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/126000000/125890000/125884400/125884343/750bdcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn & Suites By Wyndham Festus [](https://www.expedia.com/Festus-Hotels-Days-Inn-Suites-By-Wyndham-Festus.h125884343.Hotel-Information) Festus 2.0/10 (1 review) "This hotel is in the middle of a remodel. The front desk staff was very helpful and expedient. We stayed on the 4th floor and entered through a side door. The hallway was recently painted but the new floor was filthy. Our room was recently remodeled. The floor was very dirty And the bathroom floor was so bad I put towels down as I didn't want to walk on it in my bare feet. I would avoid this hotel until the remodel is finished. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $95 nightly $108 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Festus-Hotels-Days-Inn-Suites-By-Wyndham-Festus.h125884343.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.com/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30®ionId=6139861&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Chester Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_6139861) ## Top Chester Hotel Reviews ![Days Inn by Wyndham Perryville](https://images.trvl-media.com/lodging/1000000/20000/10400/10352/6caf4858_y.jpg) ### Days Inn by Wyndham Perryville 4/10 Poor "Parking was easy. " [](https://expedia.com/Perryville-Hotels-Days-Inn-By-Wyndham-Perryville.h10352.Hotel-Information) ![Briarwood Inn of Sparta](https://images.trvl-media.com/lodging/1000000/700000/692700/692668/d1c4344d_y.jpg) ### Briarwood Inn of Sparta 6/10 Okay "Clean room. Staff and parking was good. Breakfast was not good. Very little choices. Bad tasting coffee and was just warm. Not hot. Not the hotel or the staffs fault but had a very loud guest in the room next to us. " [](https://expedia.com/Chester-Hotels-Briarwood-Inn-Of-Sparta.h692668.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Festus - St. Louis South](https://images.trvl-media.com/lodging/1000000/50000/42200/42120/6e70629c_y.jpg) ### La Quinta Inn & Suites by Wyndham Festus - St. Louis South 8/10 Good "Good gym. Broke elevator and poor noisy stairwell doors. The night lady working is super good. Beds and showers were very nice and a decent to good breakfast. " [](https://expedia.com/Farmington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Festus-St-Louis-South.h42120.Hotel-Information) ![ Pinckeyville Inn and Suites](https://images.trvl-media.com/lodging/2000000/1150000/1141400/1141345/fe1e6cb7_y.jpg) ### Pinckeyville Inn and Suites 10/10 Excellent "Good Value for the price. Everything worked well, staff nice, place clean. Has indoor pool & exercise equipment as well as a lounge attached." [](https://expedia.com/Carbondale-Hotels-Americas-Best-Value-Inn-Suites-Pinckneyville.h1141345.Hotel-Information) ![Super 8 by Wyndham Perryville](https://images.trvl-media.com/lodging/1000000/670000/664100/664059/e270ba08_y.jpg) ### Super 8 by Wyndham Perryville 10/10 Excellent "Excellent place to stay." [](https://expedia.com/Perryville-Hotels-Super-8-By-Wyndham-Perryville.h664059.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 6/10 Okay "Ok" [](https://expedia.com/Chester-Hotels-Baymont-By-Wyndham-Chester-IL.h1699.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 "Clean room super friendly staff" [](https://expedia.com/Chester-Hotels-Holiday-Inn-Express-Hotel-Suites-Sparta.h1691121.Hotel-Information) ![Baymont by Wyndham Festus](https://images.trvl-media.com/lodging/1000000/10000/5600/5523/b5436bf6_y.jpg) ### Baymont by Wyndham Festus 6/10 Okay "Under construction. Ice machine didn't work. Room was clean. Easy in and out." [](https://expedia.com/Festus-Hotels-Baymont-By-Wyndham-Festus.h5523.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 breakfast options, including a delightful continental breakfast, as well as free WiFi and parking for RVs, buses, and trucks. ### How much does a hotel with outdoor pool in Chester cost? ### Are there hotels with outdoor pools that are close to Popeye Museum? > Guests particularly appreciate the friendly staff who go the extra mile to ensure a pleasant experience. The hotel offers complimentary amenities such as free breakfast and WiFi, giving you added convenience during your stay. With a traveller review score of 8.6, it's clear that visitors find great value in the quality of service and accommodations provided at this property. ### Is it cheaper to book flights and a Chester hotel with a pool as a package? ### How can I save on a Chester hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Popeye Museum ](https://www.expedia.com/Popeye-Museum-Hotels.0-l553248621532655787-0.Travel-Guide-Filter-Hotels) - [Hotels near Elzie C. 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