Title: Book the Best HISTORIC Hotels in Chester in 2026 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d5931.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d5931.Travel-Guide-VacationRentals)[Things to do in Chester](https://expedia.ca/Things-To-Do-In-Chester.d5931.Travel-Guide-Activities)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d5931.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d5931.Destination-Travel-Guides) ![Aerial photo Chester VA USA](https://images.trvl-media.com/place/5931/71469d5d-2c03-4c5f-a8c5-5f63ba9bd833.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chester, VA from CA $185 - ![](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 Chester Historic Hotels Tonight [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-06&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-07&endDate=2025-12-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Historic Hotels ![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/7b6d4f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/5d9f1c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/75f72229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/27000000/26840000/26832100/26832035/f45fc0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations Richmond 9.6/10 Exceptional (113) "Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $159 CA $307 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Richmond-Hotels-A-Cozy-And-Classic-Hatteras-43-Yacht-In-One-Of-The-Best-James-River-Locations.h26832035.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56520000/56513700/56513604/75019744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56520000/56513700/56513604/34345257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56520000/56513700/56513604/242987b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/57000000/56520000/56513700/56513604/d2c22b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING Richmond 10/10 Exceptional (17) "Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric B. CA $173 CA $325 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Richmond-Hotels-A-VERY-NICE-43-YACHT-WITH-LONG-RIVER-VIEWS-AND-ONSITE-RIVERSIDE-DINING.h56513604.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/5a59090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/07c0913e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, memory foam beds, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/32cb3b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763000/18762960/8ce5be87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city Richmond 9.4/10 Exceptional (228) "Beautiful setting and comfortable accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) deirdre b. CA $159 CA $308 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Richmond-Hotels-A-Warm-And-Cozy-50-Houseboat-In-Gated.h18762960.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/d07696f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/42160159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/3e925324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jefferson Hotel Downtown Richmond 9.8/10 Exceptional (1000) "Excellent dining, beautiful hotel, very convenient amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karin CA $412 CA $479 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/cbdf2dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/d9379517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/6d86f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Linden Row Inn Downtown Richmond 9.2/10 Wonderful (1284) "Great stay, location, & customer service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $159 CA $185 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/65e09bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/d409e791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony | City view](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/d5cdd8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/bf53a785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quirk Hotel Richmond Downtown Richmond 8.8/10 Excellent (1003) "Great great people/staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha [](https://www.expedia.ca/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208845/f503df3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208845/c972899e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208845/876db7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106208900/106208845/7d8f0d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown RVA Cozy 3BR Near VCU Downtown Richmond 10/10 Exceptional (7) "Place was perfect and so was our host, Toyin! It was so great we are staying here again very soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul M. CA $345 CA $720 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Richmond-Hotels-Downtown-RVA-Cozy-3BR-Near-VCU.h106208845.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/1cfb60a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/89ad64e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/46821370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99930000/99924600/99924588/7b4d92b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Guest house with Parking and Wi-Fi in a Central Location Virginia Union 10/10 Exceptional (3) "A perfect VRBO: clean, tastefully decorated, great location, safe, comfortable bed, great communication, and an overall warm welcoming feel. I would love to stay in Amanda’s VRBO again when visiting Richmond." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra D. CA $117 CA $383 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Richmond-Hotels-Private-Guest-House-With-Parking-And-Wi-Fi-In-A-Central-Location.h99924588.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107840000/107837300/107837261/81b61956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107840000/107837300/107837261/14b70bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107840000/107837300/107837261/a7421eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107840000/107837300/107837261/c58ff431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Modern Walkable to to VCU Downtown Richmond 8.0/10 Very good (7) "Facility was just right for 5 adults and two children. Older couple appreciated ground floor bedroom and bathroom. One suggestion: please let people know there is no ice machine is the refrigerator and there are no ice trays either, so you must bring bag ice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark V. CA $164 CA $647 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Richmond-Hotels-Historic-Modern-Walkable-To-To-VCU.h107837261.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/306e6059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, video library](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/570f948f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/7c93c938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83320000/83315500/83315477/7dbc859b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy walkable downtown retreat, 3 minutes to VCU Downtown Richmond 9.0/10 Wonderful (16) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Conner J. CA $163 CA $646 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Richmond-Hotels-Cozy-Walkable-Downtown-Retreat.h83315477.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=2025-12-20&endDate=2025-12-21®ionId=5931&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "We did not eat breakfast." [](https://expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg) ### The Berkeley Hotel 10/10 Excellent "Great experience and hospitality! Thank you" [](https://expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Four Points by Sheraton Richmond](https://images.trvl-media.com/lodging/1000000/30000/25900/25870/bd00ac08_y.jpg) ### Four Points by Sheraton Richmond 10/10 Excellent "Very friendly staff and clean" [](https://expedia.ca/Richmond-Hotels-Four-Points-By-Sheraton-Richmond.h25870.Hotel-Information) ![Fairfield Inn By Marriott Richmond Chester](https://images.trvl-media.com/lodging/1000000/50000/43100/43071/cb0c8314_y.jpg) ### Fairfield Inn By Marriott Richmond Chester 10/10 Excellent "Very nice room" [](https://expedia.ca/Richmond-Hotels-Fairfield-Inn-By-Marriott-Richmond-Chester.h43071.Hotel-Information) ![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg) ### Linden Row Inn 10/10 Excellent "Lovely property!!" [](https://expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![Best Western Premier Richmond City Gateway](https://images.trvl-media.com/lodging/1000000/20000/10300/10271/826922f7_y.jpg) ### Best Western Premier Richmond City Gateway 10/10 Excellent "Room was clean, staff was pleasant and the breakfast was good. " [](https://expedia.ca/Richmond-Hotels-Best-Western-Premier-Richmond-City-Gateway.h10271.Hotel-Information) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Excellent dining, beautiful hotel, very convenient amenities " [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Regency Inn Richmond](https://images.trvl-media.com/lodging/1000000/20000/13900/13851/d4110985_y.jpg) ### Regency Inn Richmond 10/10 Excellent "Nice " [](https://expedia.ca/Richmond-Hotels-Regency-Inn-Richmond.h13851.Hotel-Information) ![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg) ### The Commonwealth 10/10 Excellent "My 2nd stay here. Very clean hotel, the rooms are so spacious. Quick check in and check out. " [](https://expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Chester? ### How many historically relevant hotels will I find in Chester? ### What are the top historical places and other sights in Chester? ### What is a historic hotel like in Chester? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chester have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Bellwood ](https://www.expedia.ca/3Star-Bellwood-Richmond-Hotels.s30-n553248634999265085-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Colonial Heights ](https://www.expedia.ca/3Star-Colonial-Heights-Hotels.s30-0-d7355.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Fawnbrook ](https://www.expedia.ca/3Star-Fawnbrook-Richmond-Hotels.s30-n782537948411133952-0.Travel-Guide-Filter-Hotels) - 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