Title: Hotels by Oakwood in Chesterfield | 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)[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) ![The Buried Giant](https://images.trvl-media.com/place/9530/3d0defbd-81ef-4d5a-92a5-54a75cd59249.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nina McCoy # Find Hotels by Oakwood in Chesterfield - ![](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 prices for these dates Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield Oakwood ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1770000/1769000/1768942/c6b708db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Condo, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/2000000/1770000/1769000/1768942/c4ebcc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Condo, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/2000000/1770000/1769000/1768942/4b16a821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1770000/1769000/1768942/a8767410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe 400 by ExecuStay [](https://www.expedia.ca/St-Louis-Hotels-Pointe-400-By-ExecuStay.h1768942.Hotel-Information) Downtown St. Louis [](https://www.expedia.ca/St-Louis-Hotels-Pointe-400-By-ExecuStay.h1768942.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=2026-01-03&endDate=2026-01-04®ionId=9530&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Hotels-Oakwood.0-0-d9530--bOakwood.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Hotels-Oakwood.0-0-d9530--bOakwood.Travel-Guide-Filter-Hotels) ## Top Chesterfield Hotel Reviews ![Pear Tree Inn St. Louis Airport](https://images.trvl-media.com/lodging/2000000/1100000/1096600/1096579/fc156cf2_y.jpg) ### Pear Tree Inn St. Louis Airport 10/10 Excellent "Clean room convenient to airport long term parking and shuttle " [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Airport.h1096579.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 "Wonderful staff, easy parking, nice breakfast, very comfortable room." [](https://expedia.ca/St-Louis-Hotels-Hyatt-Place-St-LouisChesterfield.h6583788.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 "We arrived at 11pm and Erika at the front desk was extremely helpful. We were driving Penske 16’ truck with car carrier and Erika said we could park right in front of hotel and Police Station was right across the street. EXCELLENT rooms and Supherb FREE Breakfast buffet! Highly recommend this hotel!" [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.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 "Food was great. We took the train, so very convenient to walk to and from. " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.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 "Everything was great!" [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![St. Louis Union Station Hotel, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/171d52f3_y.jpg) ### St. Louis Union Station Hotel, Curio Collection by Hilton 10/10 Excellent "Room was spotless and luxurious! Staff from registration to bar tenders were all extremely hospitable and professional. Would love to return one day!!!" [](https://expedia.ca/St-Louis-Hotels-St-Louis-Union-Station-Hotel.h8738.Hotel-Information) ![Hilton St. Louis Airport](https://images.trvl-media.com/lodging/1000000/10000/7800/7743/w2900h1927x0y0-a7e2c287_y.jpg) ### Hilton St. Louis Airport 10/10 Excellent "Perfect" [](https://expedia.ca/St-Louis-Hotels-Hilton-St-Louis-Airport.h7743.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 "The room was clean and big and loved the tub " [](https://expedia.ca/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.Hotel-Information) ![Magnolia Hotel St. Louis, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/9000000/8140000/8132000/8131949/4b87c2a3_y.jpg) ### Magnolia Hotel St. Louis, a Tribute Portfolio Hotel 10/10 Excellent "Really enjoyed my stay! Highly recommend this place. It’s a vintage style hotel that is very well kept uo" [](https://expedia.ca/St-Louis-Hotels-Magnolia-Hotel-St-Louis.h8131949.Hotel-Information) ## 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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