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) ![](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 Historic Hotels Tonight [Apr 6 - Apr 7](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-06&endDate=2026-04-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 7 - Apr 8](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-07&endDate=2026-04-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield historic hotels ![Dining](https://images.trvl-media.com/lodging/27000000/26770000/26762800/26762767/323fde99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26770000/26762800/26762767/f34c0a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26770000/26762800/26762767/c9c895a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/27000000/26770000/26762800/26762767/b3face2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Tower Grove Flat-Steps to T.G Park+Grand [](https://www.expedia.ca/St-Louis-Hotels-Charming-Tower-Grove-Flat-Steps-To-TG-ParkGrand.h26762767.Hotel-Information) Tower Grove East 9.4/10 Exceptional (15 reviews) "Great place to stay for long work trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kalee E. CA $77 CA $246 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/St-Louis-Hotels-Charming-Tower-Grove-Flat-Steps-To-TG-ParkGrand.h26762767.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/d25c778e.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) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/22d9e588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935453/95818b89.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 9.6/10 Exceptional (18 reviews) "Awesome stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole H. CA $88 CA $243 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Minimalist-Studio-Loft-Patio.h71935453.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935449/9eb6cabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935449/beae9d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935449/5d3ae246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935449/7976c357.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-Nash-Seurat-206-Chic-Ultramodern-Studio-Loft-W-Designer-Features.h71935449.Hotel-Information) Midtown 10/10 Exceptional (5 reviews) "We had a wonderful time! Enjoyed the apartment and ate at some great restaurants in the neighborhood. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) margaret CA $112 CA $272 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/St-Louis-Hotels-Nash-Seurat-206-Chic-Ultramodern-Studio-Loft-W-Designer-Features.h71935449.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1911h1281x4y4-5a3589bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1909h1283x3y2-5522adf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1911h1285x1y0-6e6ef6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1915h1276x0y4-7f7762fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top of Geyer apartment [](https://www.expedia.ca/St-Louis-Hotels-Top-Of-Geyer-Apartment.h56888044.Hotel-Information) Soulard 9.8/10 Exceptional (47 reviews) "Our host Bonnie was very welcoming and accommodating great location, we enjoyed every minute and are so grateful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa Ann J. CA $138 CA $332 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/St-Louis-Hotels-Top-Of-Geyer-Apartment.h56888044.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/fb0dcfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/7c08b335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/23b59575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/ead4bfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located in the Tower Grove East neighborhood! [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.Hotel-Information) Tower Grove East 9.8/10 Exceptional (147 reviews) "Place was incredibly clean and setup was very conducive to a nice stay. We appreciated the opportunity to stay at such a nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry D. CA $93 CA $212 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/d2a3e670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/c7a5d0e8.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71935500/71935451/024d78dd.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 8.6/10 Excellent (4 reviews) "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 $81 CA $251 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Loft-W-Designer-FeaturesWD.h71935451.Hotel-Information) ![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) ![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) ![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) ![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) ### Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!! [](https://www.expedia.ca/St-Louis-Hotels-Cozy-Studio-Cottage-On-The-Hill.h45555760.Hotel-Information) The Hill 9.8/10 Exceptional (174 reviews) "Nice place to stay. Host was there to greet us and was very pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred E. P. CA $119 CA $212 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/St-Louis-Hotels-Cozy-Studio-Cottage-On-The-Hill.h45555760.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/45000000/44580000/44571600/44571505/79ab5fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44580000/44571600/44571505/c7ac99e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/45000000/44580000/44571600/44571505/a6ab996d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/45000000/44580000/44571600/44571505/ad375d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location! [](https://www.expedia.ca/St-Louis-Hotels-Aunt-Doodles-House-8-Blocks-From-Historic-Main-Street-Convenient-Location.h44571505.Hotel-Information) St. Charles Historic District 9.6/10 Exceptional (75 reviews) "Great communication from host, cute house in an awesome location. Will definitely be staying again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sydney W. CA $138 CA $310 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/St-Louis-Hotels-Aunt-Doodles-House-8-Blocks-From-Historic-Main-Street-Convenient-Location.h44571505.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/63000000/62610000/62603000/62602956/e2923039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/63000000/62610000/62603000/62602956/0ab23e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62610000/62603000/62602956/d8907016.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/63000000/62610000/62603000/62602956/c569f235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Featured on USA Today - Hot tub, Fenced Yard [](https://www.expedia.ca/Washington-Hotels-Presidents-Office-Featured-On-USA-Today-Travel.h62602956.Hotel-Information) Marthasville 9.8/10 Exceptional (28 reviews) "The host went above and beyond to accommodate us, the venue was just as depicted. We will definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie S. CA $382 CA $468 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Washington-Hotels-Presidents-Office-Featured-On-USA-Today-Travel.h62602956.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/2193d9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/df1c4705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/645e599c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36860000/36859200/36859133/11ca2682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hound Haus - Dog Friendly, near Purina Farms and WashMO [](https://www.expedia.ca/Villa-Ridge-Hotels-Hound-Haus-Dog-Friendly.h36859133.Hotel-Information) Villa Ridge 9.8/10 Exceptional (34 reviews) "If you want a tiny house experience while attending a dog show at Purina Farms, Hound Haus is the place. 7-10 min from Purina, quiet clean place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen M. CA $296 CA $400 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Villa-Ridge-Hotels-Hound-Haus-Dog-Friendly.h36859133.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=2026-04-20&endDate=2026-04-21®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 "The rooms are clean. Breakfast buffet is veryvgood. Staff are very friendly. I will book again if i'm back in the area. " [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Pear Tree Inn St. Louis Near Union Station](https://images.trvl-media.com/lodging/1000000/30000/26600/26572/3056142b_y.jpg) ### Pear Tree Inn St. Louis Near Union Station 6/10 Okay "Extremely rude employees at the breakfast was leaving the gravy open for my daughter to get some shecliterally shut it while she was grabbing the laddle Housekeeper doesnt speak english and failed to clean our room and provide extra towels as requested " [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Near-Union-Station.h26572.Hotel-Information) ![River City Casino & Hotel](https://images.trvl-media.com/lodging/7000000/6460000/6456500/6456459/71580e9e_y.jpg) ### River City Casino & Hotel 8/10 Good "Good time " [](https://expedia.ca/St-Louis-Hotels-River-City-Casino-Hotel.h6456459.Hotel-Information) ![Hyatt Regency St. Louis at The Arch](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/c1e52387_y.jpg) ### Hyatt Regency St. Louis at The Arch 6/10 Okay "The property was nice but dated. There were not enough outlets, sink faucet not attached, awful room spray, only 1 of 4 elevators working with a very busy hotel makes for 10+ minute waits. QR codes on the room menus did not work so it was difficult to order food or even know what was offered. Plenty of staff and those interacted with were very kind. " [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Drury Plaza Hotel St. Louis at the Arch](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/e43b9580_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "Perfection in every way. Breakfast was amazing. The soda machine was a game changer!! Breakfast tables were always clean (cleaned in between families). From the moment I walked in, the staff was friendly, welcoming, and helpful. Our hotel room was clean. The pool and hot tub space was amazing. My kids loved it! Drury Inn has raised my hotel expectations! We will return! " [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.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 "Welcoming, very kind staff" [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.Hotel-Information) ![The Westin St. Louis](https://images.trvl-media.com/lodging/1000000/470000/460400/460354/665259c4_y.jpg) ### The Westin St. Louis 10/10 Excellent "Wonderful first time stay at this hotel. We will be back. Only suggestion would be for the meat selection at breakfast buffets it was slightly over cooked each day. " [](https://expedia.ca/St-Louis-Hotels-The-Westin-St-Louis.h460354.Hotel-Information) ![Best Western St. Louis-Kirkwood Route 66](https://images.trvl-media.com/lodging/1000000/10000/500/415/b788e069_y.jpg) ### Best Western St. Louis-Kirkwood Route 66 2/10 Terrible "If I could give this place zero stars I would. They sold us a room with no working A/C, knowing it doesn’t work. Said they were sold out of other rooms and we couldn’t change when we realized. Didn’t give us any compensation to make up for it except a box fan. Will never stay here or any Best Western again" [](https://expedia.ca/St-Louis-Hotels-Best-Western-Kirkwood-Inn.h415.Hotel-Information) ![Hollywood Casino & Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/90000/82600/82568/76ca3207_y.jpg) ### Hollywood Casino & Hotel St. Louis 10/10 Excellent "room very clean pretty plain for a suite very spacious and comfortable " [](https://expedia.ca/St-Louis-Hotels-Hollywood-Casino-Hotel-St-Louis.h82568.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 - 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