Title: Book the Best Hotels with POOL in Chesterfield in 2025 | Expedia.ca [Chesterfield Travel Guide](https://expedia.ca/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.ca/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.ca/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d9530.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d9530.Destination-Travel-Guides) ![autumn landscape with lake Chesterfield Missouri](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Chesterfield, MO - ![](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 Chesterfield Hotels with a Pool Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-22&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesterfield Hotels with a Pool ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/7ca0fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/9583b545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/a58c51fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel St. Louis Chesterfield Chesterfield 9.6/10 Exceptional (1028) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $183 CA $213 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/45df50c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/8663f4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/bf6e22bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/c359eef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites St. Louis - Chesterfield by IHG Chesterfield 9.0/10 Wonderful (992) "Plenty of room in our handicap accessible room, and comfortable beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen CA $123 CA $143 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/St-Louis-Hotels-Holiday-Inn-Express-Suites-St-Louis-Chesterfield.h23052829.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/500/422/w2883h1805x9y0-d898bd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/10000/500/422/b3fcce87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/500/422/d1343ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/10000/500/422/8a55f8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites St. Louis - Chesterfield Chesterfield 8.0/10 Very good (1025) "Clean room,Friendly staff, Good location and Good Breakfast options" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Micheal CA $131 CA $152 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/St-Louis-Hotels-Sonesta-ES-Suites-St-Louis-Chesterfield.h422.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/4d0c96e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/130a8945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/9762b90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/w3996h2667x0y0-9ce14874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott St. Louis Chesterfield Chesterfield 9.0/10 Wonderful (261) "A very nice property staffed be great people. My only (minor) issue was their television service did not work properly due to provider issues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) earl CA $168 CA $197 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/St-Louis-Hotels-TownePlace-Suites-By-Marriott-St-Louis-Chesterfield.h32863801.Hotel-Information) ![Indoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/1f68fced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/cda87df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/c6adcbcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/w2880h2092x0y14-c9fd3208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites St. Louis/Chesterfield Chesterfield 8.8/10 Excellent (837) "It was great, clean, quiet and friendly! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $140 CA $163 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-Suites-St-LouisChesterfield.h471447.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/edd46342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/2abcf1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/b9ad09c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/405e0360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chesterfield - St. Louis Chesterfield 8.0/10 Very good (1005) "Nice and quiet the location is great for softball fields" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $126 CA $151 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/St-Louis-Hotels-Comfort-Inn-Suites-St-Louis-Chesterfield.h970530.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/830fec6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/de4eca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/249d94a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/3090367e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott St. Louis Chesterfield Chesterfield 9.0/10 Wonderful (571) "Very clean hotel with great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brad CA $151 CA $176 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/St-Louis-Hotels-Courtyard-By-Marriott-St-Louis-Chesterfield.h17844145.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/8da8a06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/c9911b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/b774ae26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/f06ceba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott St. Louis Chesterfield Chesterfield 9.0/10 Wonderful (1001) "Rooms are clean, staff are nice, breakfast is good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana CA $131 CA $152 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/St-Louis-Hotels-SpringHill-Suites-By-Marriott-St-Louis-Chesterfield.h126794.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/w2880h1619x0y18-1cd28b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20 bedrooms, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/d0ba8306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/74581d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/b63edff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton St. Louis-Chesterfield Chesterfield 8.4/10 Very good (1002) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yordanos CA $151 CA $175 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/St-Louis-Hotels-Homewood-Suites-By-Hilton-St-Louis-Chesterfield.h455978.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/d3adc83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/e7caa194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/2ca529cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/084566d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesterfield Chesterfield 8.2/10 Very good (781) "Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy CA $138 CA $160 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/St-Louis-Hotels-Hilton-Garden-Inn-Chesterfield.h297075.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=2025-12-06&endDate=2025-12-07®ionId=9530&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_9530) ## Top Chesterfield Hotel Reviews ![Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham](https://images.trvl-media.com/lodging/1000000/50000/42200/42122/bfca870c_y.jpg) ### Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham 10/10 Excellent "Room was clean and staff was friendly. Just all around great place to stay." [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.Hotel-Information) ![Renaissance St. Louis Airport Hotel](https://images.trvl-media.com/lodging/1000000/10000/4700/4672/879431a1_y.jpg) ### Renaissance St. Louis Airport Hotel 10/10 Excellent "Experience was wonderful. All staff was very courteous and friendly and ready to help. The shuttle driver was so fun. Would certainly stay here again." [](https://expedia.ca/St-Louis-Hotels-Renaissance-St-Louis-Airport-Hotel.h4672.Hotel-Information) ![Hyatt Regency St. Louis at The Arch](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e_y.jpg) ### Hyatt Regency St. Louis at The Arch 10/10 Excellent "Room was spotless and staff was very friendly and helpful. " [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Forest Park Hotel by MDR](https://images.trvl-media.com/lodging/1000000/30000/22300/22298/21d70af8_y.jpg) ### Forest Park Hotel by MDR 10/10 Excellent "location attentive staff large king room" [](https://expedia.ca/St-Louis-Hotels-Holiday-Inn-St-Louis-Forest-Park.h22298.Hotel-Information) ![Hollywood Casino & Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/90000/82600/82568/7188325f_y.jpg) ### Hollywood Casino & Hotel St. Louis 10/10 Excellent "Everything is great" [](https://expedia.ca/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.Hotel-Information) ![Drury Plaza Hotel St. Louis at the Arch](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/78b2a688_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "Very nice room. Breakfast was nice, happy hour was even better with good food and drinks." [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Sonesta ES Suites St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/500/422/a42ce99e_y.jpg) ### Sonesta ES Suites St. Louis - Chesterfield 10/10 Excellent "Great sraff! Room was very nice. " [](https://expedia.ca/St-Louis-Hotels-Sonesta-ES-Suites-St-Louis-Chesterfield.h422.Hotel-Information) ![Clayton Plaza Hotel & Extended Stay](https://images.trvl-media.com/lodging/1000000/20000/18200/18144/b3c5d3cd_y.jpg) ### Clayton Plaza Hotel & Extended Stay 10/10 Excellent "Room upgrade without cost was a wonderful suprise. The staff was very helpful and appreciated the no validation ticket for parking this time 🙂" [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Drury Plaza Hotel St. Louis Chesterfield](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39_y.jpg) ### Drury Plaza Hotel St. Louis Chesterfield 10/10 Excellent "The breakfast offerings were varied, including eggs /sausage etc. as well as fruit and yogurt. Parking was easy and accessible." [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ## Frequently asked questions ### What's it like visiting Chesterfield? > If lounging next to a pool is your idea of the perfect getaway, you may want to check out family-friendly Chesterfield, which offers 5 places to stay with pools. During your trip, you can explore sights such as Sophia M. Sachs Butterfly House and The Factory, and then kick back and relax poolside at one of the accommodations in Chesterfield that guests like for their pools. ### What are some accommodations with pools in Chesterfield? > [Drury Plaza Hotel St. Louis Chesterfield](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information): Features an indoor pool, an outdoor pool, and buffet. [Homewood Suites by Hilton St. Louis-Chesterfield](https://www.expedia.ca/St-Louis-Hotels-Homewood-Suites-By-Hilton-St-Louis-Chesterfield.h455978.Hotel-Information): Offers daily, a seasonal outdoor pool, and complimentary wired internet access. [TownePlace Suites by Marriott St. Louis Chesterfield](https://www.expedia.ca/St-Louis-Hotels-TownePlace-Suites-By-Marriott-St-Louis-Chesterfield.h32863801.Hotel-Information): Provides buffet, a pool, and complimentary wired internet access. [Hampton Inn & Suites St. Louis/Chesterfield](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-Suites-St-LouisChesterfield.h471447.Hotel-Information): Features buffet, a pool, and complimentary wired internet access. [DoubleTree by Hilton Hotel St. Louis - Chesterfield](https://www.expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-Hotel-St-Louis-Chesterfield.h3258.Hotel-Information): Offers a seasonal outdoor pool, an indoor pool, and a health club. ### How many pool hotels will I find in Chesterfield? > Expedia has 5 hotels in Chesterfield for your poolside break. ### What is there to see and do in Chesterfield? > Surround yourself with nature at Sophia M. Sachs Butterfly House and Missouri River. During your stay, check out sights such as The Factory, Chesterfield Sports Fusion, and St. Louis Premium Outlets. Chesterfield appeals to visitors with its array of dining options and major shopping area. ### When is the best time to book a hotel with a pool in Chesterfield? > You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Chesterfield in the warmest months of July, August, or June when the average temp is 76°F. Lodging offering 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 38°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Town and Country](https://www.expedia.ca/5Star-Town-And-Country-Hotels.s50-0-d6252549.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Beach-Hotel.0-0-d6354554-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Cheap-Hotels.0-0-d6354554-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Ballwin](https://www.expedia.ca/Ballwin-Hotels-Romantic-Hotel.0-0-d6354554-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ballwin Hotels](https://www.expedia.ca/Ballwin-Hotels.d6354554.Travel-Guide-Hotels) - [Vacation Homes in Ballwin](https://www.expedia.ca/Ballwin-Private-Vacation-Homes.d6354554-aaPrivateVacationHomes.Travel-Guide-Accommodation) - 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