Title: Book the Best Hotels with POOL in Chesterfield in 2026 | 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) ![](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/edd46342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/3fe9962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/970600/970530/3d9db2cf.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) ### Comfort Inn & Suites Chesterfield - St. Louis [](https://www.expedia.ca/St-Louis-Hotels-Comfort-Inn-Suites-St-Louis-Chesterfield.h970530.Hotel-Information) Chesterfield 8.0/10 Very good (1,007 reviews) "Enjoying the relaxing stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Naikia CA $110 CA $133 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/St-Louis-Hotels-Comfort-Inn-Suites-St-Louis-Chesterfield.h970530.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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/5099c288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/debc97ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/24000000/23060000/23052900/23052829/1cb9d5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites St. Louis - Chesterfield by IHG [](https://www.expedia.ca/St-Louis-Hotels-Holiday-Inn-Express-Suites-St-Louis-Chesterfield.h23052829.Hotel-Information) Chesterfield 9.0/10 Wonderful (1,000 reviews) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorelei CA $148 CA $173 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/St-Louis-Hotels-Holiday-Inn-Express-Suites-St-Louis-Chesterfield.h23052829.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/3b98f0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/69d580ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/e5c2fe9d.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/fee9b391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel St. Louis Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) Chesterfield 9.6/10 Exceptional (1,049 reviews) "Absolutely amazing stay very nice play our family stays there every time very kid friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $180 CA $209 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/500/422/6f160867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/500/422/eeede232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites St. Louis - Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Sonesta-ES-Suites-St-Louis-Chesterfield.h422.Hotel-Information) Chesterfield 8.0/10 Very good (1,028 reviews) "I’ve stayed at Sones" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $123 CA $143 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/St-Louis-Hotels-Sonesta-ES-Suites-St-Louis-Chesterfield.h422.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) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/ebf623d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/6f3a3dcc.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 [](https://www.expedia.ca/St-Louis-Hotels-SpringHill-Suites-By-Marriott-St-Louis-Chesterfield.h126794.Hotel-Information) Chesterfield 9.0/10 Wonderful (1,000 reviews) "Rooms clean, pool area nice and warm, staff excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demontra CA $152 CA $176 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/St-Louis-Hotels-SpringHill-Suites-By-Marriott-St-Louis-Chesterfield.h126794.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/w2880h2092x0y14-c9fd3208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/6617feec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/471500/471447/9b27b1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites St. Louis/Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-Suites-St-LouisChesterfield.h471447.Hotel-Information) Chesterfield 8.8/10 Excellent (850 reviews) "It was great, clean, quiet and friendly! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $148 CA $172 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-Suites-St-LouisChesterfield.h471447.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) ![Lobby lounge](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/249d94a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17850000/17844200/17844145/0acd9715.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) ### Courtyard by Marriott St. Louis Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Courtyard-By-Marriott-St-Louis-Chesterfield.h17844145.Hotel-Information) Chesterfield 9.0/10 Wonderful (583 reviews) "Very clean and nice hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $168 CA $196 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/St-Louis-Hotels-Courtyard-By-Marriott-St-Louis-Chesterfield.h17844145.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/1716156f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/33000000/32870000/32863900/32863801/211f1549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott St. Louis Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-TownePlace-Suites-By-Marriott-St-Louis-Chesterfield.h32863801.Hotel-Information) Chesterfield 9.0/10 Wonderful (277 reviews) "All of the above…including breakfast and price!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen CA $187 CA $220 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/St-Louis-Hotels-TownePlace-Suites-By-Marriott-St-Louis-Chesterfield.h32863801.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) ![43-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/535e054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/456000/455978/768ac797.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) ### Homewood Suites by Hilton St. Louis-Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Homewood-Suites-By-Hilton-St-Louis-Chesterfield.h455978.Hotel-Information) Chesterfield 8.4/10 Very good (1,001 reviews) "Clean, convenient location to shopping." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $153 CA $177 total includes taxes & fees Jan 31 - Feb 1 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/084566d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/2a45ee7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/2340dbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Hilton-Garden-Inn-Chesterfield.h297075.Hotel-Information) Chesterfield 8.2/10 Very good (788 reviews) "Staff was informative during check-in. Room was clean and the TV even had WELCOME with my name on it. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ida CA $136 CA $158 total includes taxes & fees Jan 25 - Jan 26 [](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=2026-01-28&endDate=2026-01-29®ionId=9530&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterfield Hotel Reviews ![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 "First time staying at a Drury hotel. Room was spacious and clean. Breakfast was better than most. Could make a meal of happy hour food which exceeded our expectations. Staff were super friendly and helpful. Highly recommended." [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.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 "Overall great experience and amazing facility the pillows could use a upgrade but overall very happy." [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Hyatt Place St. Louis/Chesterfield](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/d7f7c2c1_y.jpg) ### Hyatt Place St. Louis/Chesterfield 10/10 Excellent "Clean, good staff, goodbreakfast" [](https://expedia.ca/St-Louis-Hotels-Hyatt-Place-St-LouisChesterfield.h6583788.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 "We didn’t have breakfast or go to the bar. " [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg) ### The Wildwood Hotel 10/10 Excellent "The staff was lovely, the builiding, lobby and room were clean and comfortable and had a more luxurious feel than the normal hotel. The breakfast was fine. Most items were cold although there were a number of waffle makers but items like scrambled eggs, potatoes or breakfast meats were not presented. I did see a small sign after I sat down with my food saying that you could special request a 2 or three items like a turkey sausage breakfast burrito. I wish I had seen that earlier. I would definitely stay again and would look for the special request sign before I selected other items next time. " [](https://expedia.ca/St-Louis-Hotels-The-Wildwood-Hotel.h1768149.Hotel-Information) ![Marriott St. Louis Grand](https://images.trvl-media.com/lodging/1000000/910000/904800/904712/4c313173_y.jpg) ### Marriott St. Louis Grand 10/10 Excellent "Clean room. AC/Heat worked great." [](https://expedia.ca/St-Louis-Hotels-Marriott-St-Louis-Grand.h904712.Hotel-Information) ![Drury Inn & Suites St. Louis Union Station](https://images.trvl-media.com/lodging/1000000/40000/37700/37651/151222b4_y.jpg) ### Drury Inn & Suites St. Louis Union Station 10/10 Excellent "Friendly staff, clean" [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.Hotel-Information) ![DoubleTree by Hilton St. Louis Forest Park](https://images.trvl-media.com/lodging/2000000/1090000/1082400/1082373/3f93ad2e_y.jpg) ### DoubleTree by Hilton St. Louis Forest Park 10/10 Excellent "Hdhsjs" [](https://expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-St-Louis-Forest-Park.h1082373.Hotel-Information) ![Hampton Inn St. Louis-Downtown (At the Gateway Arch)](https://images.trvl-media.com/lodging/1000000/30000/22600/22520/w3837h2560x0y0-a6354f1b_y.jpg) ### Hampton Inn St. Louis-Downtown (At the Gateway Arch) 10/10 Excellent "Awesome location to the Gateway National Arch, Economy Museum, and dome. Loved the friendly staff! The building was very secure and safe feeling with my family in the city. The breakfast area is very well kept and kept stocked well. " [](https://expedia.ca/St-Louis-Hotels-Hampton-Inn-Gateway-Arch-Downtown.h22520.Hotel-Information) ## Frequently asked questions ### What's it like visiting Chesterfield? ### What are some accommodations with pools in Chesterfield? ### How many pool hotels will I find in Chesterfield? ### What is there to see and do in Chesterfield? ### When is the best time to book a hotel with a pool in Chesterfield? ## 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) - 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