Title: Book the Best Chesterfield LUXURY Hotels - Upscale Hotels in Chesterfield, MO | 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 Luxury Hotels Tonight [Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-02-21&endDate=2026-02-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Feb 22 - Feb 23](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-02-22&endDate=2026-02-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-02-27&endDate=2026-03-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-03-06&endDate=2026-03-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Chesterfield luxury hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/69d580ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/199cb80a.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 (1,071 reviews) "The staff was super nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $178 CA $206 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/6f3a3dcc.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) ![Reception](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/c9911b85.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) "Clean Great breakfast Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $138 CA $161 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/St-Louis-Hotels-SpringHill-Suites-By-Marriott-St-Louis-Chesterfield.h126794.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/0b3b20df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/453441f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/90595aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/c0796347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel St. Louis - Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-Hotel-St-Louis-Chesterfield.h3258.Hotel-Information) Chesterfield 8.6/10 Excellent (1,000 reviews) "Clean rooms, comfortable beds, kind and helpful staff such as Kim, Brandon at the front desk, Michelle our house keeper were all fantastic. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $204 CA $236 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-Hotel-St-Louis-Chesterfield.h3258.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/8b8909bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/88abc123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/585939b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/69321972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place St. Louis/Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Hyatt-Place-St-LouisChesterfield.h6583788.Hotel-Information) Chesterfield 9.6/10 Exceptional (1,002 reviews) "The room was clean, the staff was friendly and helpful, and the breakfast in the morning was hot and delicious! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $179 CA $208 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/St-Louis-Hotels-Hyatt-Place-St-LouisChesterfield.h6583788.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/1ac706c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/0f48a490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/4954928f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/54d31f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn St. Louis/Chesterfield [](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-St-LouisChesterfield.h42154.Hotel-Information) Chesterfield 8.6/10 Excellent (1,000 reviews) "Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $128 CA $148 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/St-Louis-Hotels-Hampton-Inn-St-LouisChesterfield.h42154.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=2026-03-07&endDate=2026-03-08®ionId=9530&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_9530) ## Top Chesterfield Hotel Reviews ![The Westin St. Louis](https://images.trvl-media.com/lodging/1000000/470000/460400/460354/a27d8a03_y.jpg) ### The Westin St. Louis 10/10 Excellent "Maybe updated the TV’s" [](https://expedia.ca/St-Louis-Hotels-The-Westin-St-Louis.h460354.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 "Perfect!" [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.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 "Comfortable. Excellent staff." [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![River City Casino & Hotel](https://images.trvl-media.com/lodging/7000000/6460000/6456500/6456459/33f9207d_y.jpg) ### River City Casino & Hotel 10/10 Excellent "yes it was amazing " [](https://expedia.ca/St-Louis-Hotels-River-City-Casino-Hotel.h6456459.Hotel-Information) ![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 "We felt very welcome when we arrived and were invited to some popcorn and soda as an evening snack. Our room was spotless and comfortable. The breakfast was delicious, hot, and a terrific way to begin our day of travel." [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Airport.h1096579.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 "Great service" [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.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 "The room was spotless and staff were outstanding. This is our first stay at a Drury Hotel and we will now seek them out when traveling." [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![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 "Everything was good" [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.Hotel-Information) ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg) ### The Wildwood Hotel 10/10 Excellent "Extremely nice hotel with the nicest staff!!" [](https://expedia.ca/St-Louis-Hotels-The-Wildwood-Hotel.h1768149.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Chesterfield? > The 4-star DoubleTree by Hilton Hotel St. Louis - Chesterfield, with an 8.6 rating, is frequently praised by guests for its attentive staff and comfortable amenities, including premium bedding. The hotel also features onsite tennis courts and a poolside bar. ### Which area of Chesterfield is best to stay in for luxury hotels? > This district is the commercial heart of Chesterfield, offering a collection of high-end hotels, upscale dining, and premium shopping. It's well-connected by major roads, making it easy to access local attractions and the wider St. Louis area. You'll find a range of amenities here, including hotels with extensive meeting facilities, high-end fitness equipment, and sophisticated restaurants. > > > Couples looking for a refined getaway will appreciate the options along Chesterfield Parkway. The proximity to fine dining, boutique shopping, and entertainment venues like the Chesterfield Amphitheater provides plenty of opportunities for a pleasant and convenient leisure trip. ### How much does a luxury hotel in Chesterfield cost? ### Which luxury hotels in Chesterfield are good for families? > The 4-star DoubleTree by Hilton Hotel St. Louis - Chesterfield, with an 8.6 rating, offers a variety of amenities that cater to families. Guests frequently praise the comfortable beds and the hotel's convenient location. Its amenities include onsite tennis facilities and a poolside bar, with customers often noting the excellent staff and comfortable environment. ### What are the best luxury hotels in Chesterfield with a pool? > This 4-star hotel, with a review rating of 8.6, offers both an outdoor seasonal pool and an indoor pool. Guests frequently praise the staff for being great and amazing, and the amenities, including the comfortable beds, are often highlighted as excellent. Its convenient location is also a recurring positive point in customer feedback. ### What luxury activities and experiences are there in Chesterfield? > This area is the heart of Chesterfield's higher-end offerings. It's characterised by its modern developments, spacious layouts, and a focus on convenience and quality. You'll find a concentration of upscale shops, fine dining, and entertainment venues here, all easily accessible. > > > For couples looking for a sophisticated getaway, hotels in this area often provide a more refined experience. Many establishments feature amenities like high-end fitness equipment, spa services, and gourmet dining options on-site, allowing for a relaxing and indulgent stay without needing to travel far. The proximity to attractions like the Chesterfield Amphitheatre for live performances and various upmarket eateries makes it a convenient choice for an elegant evening out. > > > Travellers who appreciate curated shopping experiences will find the retail options in Chesterfield Valley appealing. The area hosts several high-end boutiques and specialty stores, providing a relaxed shopping environment away from the usual crowds. ### How can I save on a luxury hotel in Chesterfield with Expedia? ### Is it cheaper to book a luxury Chesterfield hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## 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) - 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