Title: Book the Best HISTORIC Hotels 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) # Find Historic Hotels in Chesterfield, MO from CA $173 - ![](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 Historic Hotels Tonight [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield historic hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/3721d666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/542563f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/e4de4f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency St. Louis at The Arch [](https://www.expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) Downtown St. Louis 8.4/10 Very good (4032) "Staff was supper nice and it all went so smooth." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brayden CA $177 CA $208 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/78b2a688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/3c6c1cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/532a2ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/e2ffcacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel St. Louis at the Arch [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) Downtown St. Louis 9.4/10 Exceptional (3292) "Comfortable stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose CA $197 CA $230 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/3695993c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/d4863c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/619758c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/5de10d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Pennywell St. Louis at the Arch [](https://www.expedia.ca/St-Louis-Hotels-Hilton-St-Louis-Downtown-At-The-Arch.h1152198.Hotel-Information) Downtown St. Louis 8.8/10 Excellent (1020) "Staff were real nice. Accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $147 CA $173 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Hilton-St-Louis-Downtown-At-The-Arch.h1152198.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/74d3690e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/01cd576c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/a91bce33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/7d057a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Ultramodern Minimalist Studio Loft + Patio [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Minimalist-Studio-Loft-Patio.h71935453.Hotel-Information) Midtown 9.4/10 Exceptional (15) "The loft was quiet and comfortable. The amenities were nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $71 CA $221 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Minimalist-Studio-Loft-Patio.h71935453.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/c0fbe6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/09d810df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/5fe63619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/75000000/74510000/74506600/74506536/424d68fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Minimalist Gem w/ Fenced Backyard + W/D [](https://www.expedia.ca/St-Louis-Hotels-Chic-Minimalist-Gem-W-Fenced-Backyard-WD.h74506536.Hotel-Information) Princeton Heights 9.6/10 Exceptional (9) "Nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly R. CA $67 CA $232 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Minimalist-Gem-W-Fenced-Backyard-WD.h74506536.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/6072f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w903h683x61y0-189c70ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w906h683x59y0-c5f27c19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45560000/45555800/45555760/w504h683x260y0-d473b0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!! [](https://www.expedia.ca/St-Louis-Hotels-Vrbo-Property.h45555760.Hotel-Information) The Hill 9.8/10 Exceptional (161) "Very clean, check in was easy, great neighborhood with lots of food close. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura H. CA $117 CA $197 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Vrbo-Property.h45555760.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/171d52f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/a50210e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/4808cbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/16fce1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Louis Union Station Hotel, Curio Collection by Hilton [](https://www.expedia.ca/St-Louis-Hotels-St-Louis-Union-Station-Hotel.h8738.Hotel-Information) Downtown West 8.6/10 Excellent (1006) "The hotel itself was just beautiful and grand! Beautifully decorated for the holidays and the amenities and attractions surrounding Union station were perfect for our family of 4! Our room was spacious and clean and we loved our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $214 CA $255 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/St-Louis-Hotels-St-Louis-Union-Station-Hotel.h8738.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935447/4d54a79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935447/765adbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935447/994be9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935447/7c8b8ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Ultramodern Studio Loft w/ Designer Features [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Studio-Loft-W-Designer-Features.h71935447.Hotel-Information) Midtown 9.6/10 Exceptional (22) "Was a very nice property. Right in the middle of everything we had planned for our trip. The sunrise every morning was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wren C. CA $84 CA $236 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Studio-Loft-W-Designer-Features.h71935447.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/c6823170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/b5c619a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, American cuisine](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/471a6cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/44e52100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo St. Louis - Downtown by IHG [](https://www.expedia.ca/St-Louis-Hotels-Hotel-Indigo-St-Louis-Downtown.h35829976.Hotel-Information) Downtown St. Louis 7.4/10 Good (343) "The young lady at the front desk was friendly and nice. Check in was smooth and the room was nice and clean we had a city view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $151 CA $183 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Hotel-Indigo-St-Louis-Downtown.h35829976.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/63df27d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/12e389af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/85b30688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/fed49cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Ultramodern Loft w/ Designer Features+WD [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Loft-W-Designer-FeaturesWD.h71935451.Hotel-Information) Midtown 8.0/10 Very good (3) "The property is very nice . But the sleeper sofa wasn’t great for 2 kids and the bed in the bedroom was a little too solid. I think the “sleeps 4” listing was a little deceiving. Aside from thise minor things the property is nice, felt pretty secured , and well kept. Cool old building retrofit with businesses and loft apartments. I did like the place overall. I think it would be best suited for a business traveler or a couple " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John W. CA $74 CA $240 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Loft-W-Designer-FeaturesWD.h71935451.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=2026-01-14&endDate=2026-01-15®ionId=9530&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterfield Hotel Reviews ![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 nice " [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.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 eat breakfast. Room was clean and tidy. Not enough conditioner in the container to cleanse hair. Only complaint. " [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.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 "Clean and amazing staff!" [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.Hotel-Information) ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg) ### The Wildwood Hotel 10/10 Excellent "Large clean room with excellent staff" [](https://expedia.ca/St-Louis-Hotels-The-Wildwood-Hotel.h1768149.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 "Nice friendly staff. Clean, well stocked room. Fresh breakfast, nice variety of food. " [](https://expedia.ca/St-Louis-Hotels-Hampton-Inn-Gateway-Arch-Downtown.h22520.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 "The gentleman at the bar was amazing. Great conversation the food. Was great I got your hot wings and sweet potato fries. Front desk, staff overnight and day staff was amazing. Very kind." [](https://expedia.ca/St-Louis-Hotels-Marriott-St-Louis-Grand.h904712.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 "Good breakfast and perfect location. " [](https://expedia.ca/St-Louis-Hotels-DoubleTree-By-Hilton-St-Louis-Forest-Park.h1082373.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 "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) ![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) ## Frequently asked questions ### What should I expect on my historical trip to Chesterfield? ### How many historical hotels are there in Chesterfield? ### What are the must-see historical places and other sights to visit in Chesterfield? ### What is a historic hotel like in Chesterfield? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chesterfield have modern facilities? ## 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) - 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