Title: Book the Best HISTORIC Hotels in Chesterfield in 2025 | 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 $165 - ![](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 [Nov 14 - Nov 15](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-14&endDate=2025-11-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 15 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-15&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=9530&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/ea805e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14900/14877/3721d666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency St. Louis at The Arch Downtown St. Louis 8.6/10 Excellent (3999) "Loved our stay. Great location and awesome view from room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip CA $153 CA $180 total includes taxes & fees Dec 12 - Dec 13 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/532a2ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/546300/546271/56fc52a7.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) ### Drury Plaza Hotel St. Louis at the Arch Downtown St. Louis 9.4/10 Exceptional (3237) "Everything was great - staff, food, location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tera CA $202 CA $236 total includes taxes & fees Nov 21 - Nov 22 [](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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/5de10d62.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) ![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) ### Hilton Pennywell St. Louis at the Arch Downtown St. Louis 8.8/10 Excellent (996) "My second time staying there as always it was lovely " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nina CA $145 CA $171 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/St-Louis-Hotels-Hilton-St-Louis-Downtown-At-The-Arch.h1152198.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) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/48fc128e.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8800/8738/a50210e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Louis Union Station Hotel, Curio Collection by Hilton Downtown West 8.4/10 Very good (1006) "Nice historic hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $195 CA $231 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/St-Louis-Hotels-St-Louis-Union-Station-Hotel.h8738.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) ![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) ![Rooftop terrace](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/b5c619a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo St. Louis - Downtown by IHG Downtown St. Louis 7.4/10 Good (342) "The property and staff were great. However our bathroom door handle was missing and or rooms had knats" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $136 CA $165 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/St-Louis-Hotels-Hotel-Indigo-St-Louis-Downtown.h35829976.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1915h1280x0y0-8f1d4340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/w1918h1283x2y0-ceeb5d46.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56890000/56888100/56888044/631a25d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top of Geyer apartment Soulard 9.8/10 Exceptional (40) "This place was great! I loved the location and Bonnie recommended a bunch of awesome places to eat within walking distance. We will definitely be booking another stay in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alena G. CA $107 CA $270 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/St-Louis-Hotels-Top-Of-Geyer-Apartment.h56888044.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) ![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/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) ### Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!! The Hill 9.8/10 Exceptional (155) "Very walkable to everything in The Hill area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $120 CA $201 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/St-Louis-Hotels-Vrbo-Property.h45555760.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/bf1396fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/0ed5508e.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) ![Dining](https://images.trvl-media.com/lodging/39000000/38730000/38727900/38727815/fb0dcfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located in the Tower Grove East neighborhood! Tower Grove East 9.8/10 Exceptional (132) "Great stay, comfortable furnishings, quiet street. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy C. CA $105 CA $237 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/St-Louis-Hotels-Centrally-Located-In-The-Tower-Grove-East-Neighborhood.h38727815.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/60bc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/27bd3ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/fcec7e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/40000000/39680000/39675100/39675058/79b0d705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery Soulard 10/10 Exceptional (97) "We had a wonderful time! Great comfortable house in easy access of St. Louis activities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebekah S. CA $168 CA $318 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/St-Louis-Hotels-House-In-Soulard-Near-Busch-Stadium.h39675058.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64200000/64193800/64193787/acedc3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64200000/64193800/64193787/a94acf0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64200000/64193800/64193787/51eba037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64200000/64193800/64193787/e103eecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Ultramodern Studio Loft w/ Designer Features Midtown 10/10 Exceptional (14) "Great place - easy check in and nice space. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karl R. CA $140 CA $311 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/St-Louis-Hotels-Chic-Ultramodern-Studio-Loft-W-Designer-Features.h64193787.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=2025-11-28&endDate=2025-11-29®ionId=9530&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesterfield Hotel Reviews ![Clayton Plaza Hotel & Extended Stay](//images.trvl-media.com/lodging/1000000/20000/18200/18144/b3c5d3cd_y.jpg) ### Clayton Plaza Hotel & Extended Stay 10/10 Excellent "Great experience! " [](https://expedia.ca/St-Louis-Hotels-Clayton-Plaza-Hotel-Extended-Stay.h18144.Hotel-Information) ![Pear Tree Inn St. Louis Near Union Station](//images.trvl-media.com/lodging/1000000/30000/26600/26572/0bb9dbf3_y.jpg) ### Pear Tree Inn St. Louis Near Union Station 10/10 Excellent "Breakfast was good. The biscuits were excellent. The snacks at the happy hour could use more variety. The hotel was pretty clean. The area was perfect for a Blues game. " [](https://expedia.ca/St-Louis-Hotels-Pear-Tree-Inn-St-Louis-Near-Union-Station.h26572.Hotel-Information) ![Hampton Inn St. Louis-Downtown (At the Gateway Arch)](//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 "Great breakfast" [](https://expedia.ca/St-Louis-Hotels-Hampton-Inn-Gateway-Arch-Downtown.h22520.Hotel-Information) ![Magnolia Hotel St. Louis, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/9000000/8140000/8132000/8131949/4b87c2a3_y.jpg) ### Magnolia Hotel St. Louis, a Tribute Portfolio Hotel 10/10 Excellent "Very clean " [](https://expedia.ca/St-Louis-Hotels-Magnolia-Hotel-St-Louis.h8131949.Hotel-Information) ![Drury Inn & Suites St. Louis Union Station](//images.trvl-media.com/lodging/1000000/40000/37700/37651/151222b4_y.jpg) ### Drury Inn & Suites St. Louis Union Station 10/10 Excellent "Great location and staff are friendly. " [](https://expedia.ca/St-Louis-Hotels-Drury-Inn-St-Louis-At-Union-Station.h37651.Hotel-Information) ![Hyatt Regency St. Louis at The Arch](//images.trvl-media.com/lodging/1000000/20000/14900/14877/335a172e_y.jpg) ### Hyatt Regency St. Louis at The Arch 10/10 Excellent "Staff was courteous and warm. Great location and clean room." [](https://expedia.ca/St-Louis-Hotels-Hyatt-Regency-St-Louis-At-The-Arch.h14877.Hotel-Information) ![Forest Park Hotel by MDR](//images.trvl-media.com/lodging/1000000/30000/22300/22298/21d70af8_y.jpg) ### Forest Park Hotel by MDR 10/10 Excellent "I arrived at almost 4 am after a long day at the hospital—my mom had surgery, & I just needed a few hours of real rest before heading back. Hotels.com and the front desk staff made it super easy to check in way before the normal 3 p.m. time, no hassle at all. The room was spotless, bed was so comfortable, and it honestly felt like heaven after trying to sleep upright in those awful hospital chairs. Exactly what I needed when I needed it." [](https://expedia.ca/St-Louis-Hotels-Holiday-Inn-St-Louis-Forest-Park.h22298.Hotel-Information) ![Drury Plaza Hotel St. Louis at the Arch](//images.trvl-media.com/lodging/1000000/550000/546300/546271/78b2a688_y.jpg) ### Drury Plaza Hotel St. Louis at the Arch 10/10 Excellent "This was our 2nd time to stay here and it was another wonderful experience thanks to the amazing staff! Everyone we encountered and interacted with were both friendly and helpful. The hotel itself is well taken care of and extremely clean. The breakfast and afternoon meals were both excellent and every attraction (sports and restaurants/clubs) are within an easy walking distance. Highly recommend the Drury for anyone wanting to spend time around the Arch or for attending Blues/Cardinals games. " [](https://expedia.ca/St-Louis-Hotels-Drury-Plaza-Hotel-St-Louis-At-The-Arch.h546271.Hotel-Information) ![Hollywood Casino & Hotel St. Louis](//images.trvl-media.com/lodging/1000000/90000/82600/82568/7188325f_y.jpg) ### Hollywood Casino & Hotel St. Louis 10/10 Excellent "Room was clean, all the employees were helpful and friendly. Great casino fun and tons of slots. Bar stays open till 2 am so if you arrive late like we did it was nice to get to relax drink a couple and play. " [](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? > The historical places in Chesterfield are probably a big part of your travel plans. The array of shops and top-notch restaurants are some of the places to visit while you're here. ### How many historical hotels are there in Chesterfield? > In Chesterfield, there are 44 hotel accommodations bookable on Expedia though not many historic hotels to choose from. ### What are the must-see historical places and other sights to visit in Chesterfield? > Chesterfield is notable for landmarks like Faust Park. Cultural venues include The Factory, Chesterfield Arts, and Chesterfield Amphitheater. A couple of additional sights to add to your agenda are Sky Zone Indoor Trampoline Park - St. Louis and Chesterfield Sports Fusion. ### What is a historic hotel like in Chesterfield? > Guests who choose a historic hotel can stay someplace that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of historic hotels in Chesterfield, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel is generally what's most important. For a heritage hotel, often it's the cultural value and how it shaped the community. ### Do historic hotels in Chesterfield have modern facilities? > Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Chesterfield, you won't be staying at a place that is rundown or uncomfortable. ## 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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