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) # Find luxury hotels 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 Luxury Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Chesterfield luxury hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39.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) ![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) ![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) ### 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 (1037) "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 $178 CA $206 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-Chesterfield.h1346760.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/6f3a3dcc.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) ![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 (1001) "Rooms clean, pool area nice and warm, staff excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demontra CA $138 CA $160 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/St-Louis-Hotels-SpringHill-Suites-By-Marriott-St-Louis-Chesterfield.h126794.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/47e1344b.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/d69ba748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/ed46e92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/657a5ebe.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 (1002) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $167 CA $194 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-Hotel-St-Louis-Chesterfield.h3258.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/d7f7c2c1.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) ![Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/0b60b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/73821885.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 (1001) "Wonderful staff, easy parking, nice breakfast, very comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole CA $168 CA $195 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Hyatt-Place-St-LouisChesterfield.h6583788.Hotel-Information) ![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) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/1057ce09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/cb77ee79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42200/42154/399fe339.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 (1000) "Clean room, comfy bed & friendly staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole CA $118 CA $137 total includes taxes & fees Jan 19 - Jan 20, 2026 [](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=2026-01-10&endDate=2026-01-11®ionId=9530&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterfield Hotel Reviews ![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 "Hotel decorated beautifully for Christmas. Room was clean and well appointed. The staff were very friendly and welcoming. The ooey gooey butter cookie offered at bedtime was delicious! Will definitely stay here again!" [](https://expedia.ca/St-Louis-Hotels-Magnolia-Hotel-St-Louis.h8131949.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 "Merry Christmas " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.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 "Clean rooms and friendly, accommodating staff. " [](https://expedia.ca/St-Louis-Hotels-Renaissance-St-Louis-Airport-Hotel.h4672.Hotel-Information) ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg) ### The Wildwood Hotel 10/10 Excellent "Courteous and friendly staff, clean rooms, beautiful Christmas decorations. " [](https://expedia.ca/St-Louis-Hotels-The-Wildwood-Hotel.h1768149.Hotel-Information) ![Ameristar Casino Resort and Spa](https://images.trvl-media.com/lodging/2000000/1880000/1873300/1873292/c42cf5fe_y.jpg) ### Ameristar Casino Resort and Spa 10/10 Excellent "The room was impeccable and the staff were super friendly. I plan to say in the future." [](https://expedia.ca/St-Louis-Hotels-Ameristar-Casino-Resort-And-Spa.h1873292.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 "Staff was extra courteous, and we loved the atmosphere of the historic building!" [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.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 "The staff were incredible!! Jeremiah in guest services is an absolute gem! " [](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 "Everything was Great!" [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.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 "Room was great, fancy tiles in bathroom area, breakfast was solid, hot tub good, pool is half indoors half outdoors with a barrier but nothing separating water in December so was great for cold plunging after hot tub, not so much for normal swimming. Exercise room has some cardio and lighter weights. " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-Suites-St-Louis-Fenton.h42122.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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