Title: Book the Best Chester LUXURY Hotels - Upscale Hotels in Chester, VA | 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 luxury hotels in Chester, VA - ![](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 Luxury Hotels Tonight [Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-07&endDate=2025-12-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-08&endDate=2025-12-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) 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&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Chester Luxury Hotels ![Property entrance](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/c24dc09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/6bad4623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/e7d64633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Commonwealth Downtown Richmond 8.8/10 Excellent (1353) "Great staff great room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $188 CA $219 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.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 (1001) "Excellent dining, beautiful hotel, very convenient amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karin CA $408 CA $474 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/ac129764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/4dc32993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/44725a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/f1861d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Richmond Downtown Downtown Richmond 8.4/10 Very good (1006) "Everything was excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $203 CA $236 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/88437c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/c87a0bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/706f6007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/a0b06ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Richmond Downtown Richmond 8.4/10 Very good (1407) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $180 CA $209 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Richmond-Hotels-Graduate-Richmond.h17725982.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) ![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) ![Suite, Terrace | Courtyard view](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/0b7038b2.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) ### Quirk Hotel Richmond Downtown Richmond 8.8/10 Excellent (1005) "Great great people/staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $192 CA $227 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/6bd14c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/7805f54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/84e56bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/5008c37d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Richmond - Midlothian North Chesterfield 8.0/10 Very good (1000) "Clean room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Itarsha CA $175 CA $203 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Richmond-Hotels-Doubletree-By-Hilton-Richmond-Midlothian.h435531.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/b953af15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/60f9394f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed, City View (Spacious)](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/3ef241cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Richmond Hotel Downtown Richmond 9.0/10 Wonderful (1265) "Wonderful stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina CA $234 CA $272 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![Daily cooked-to-order breakfast (USD 10.50 per person)](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/e1809ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/w3996h2667x0y0-5502a25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/3e00770f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/b40658cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Richmond Richmond 8.8/10 Excellent (1000) "Clean room, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $261 CA $304 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Richmond-Hotels-The-Westin-Richmond.h1971483.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/5b38fd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/26b29cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Non Smoking, Balcony](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/b072c6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/a00aca2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boulevard Inn Fan District 9.8/10 Exceptional (58) "A quaint little BnB with great generous breakfasts and great location. The recommendations for food places were on point. This is a foodies haven of like minded people in a quality but affordable place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lou CA $431 CA $491 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Richmond-Hotels-Boulevard-Inn.h92459676.Hotel-Information) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/3000000/2060000/2059000/2058958/4c4d7e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2060000/2059000/2058958/bba4b2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2060000/2059000/2058958/0968df4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2060000/2059000/2058958/68ed48d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Richmond Airport Sandston 8.4/10 Very good (715) "Clean, and convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derrick CA $191 CA $223 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Richmond-Hotels-DoubleTree-By-Hilton-Richmond-Airport.h2058958.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=2025-12-21&endDate=2025-12-22®ionId=5931&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Find out more about Chester ### Chesterand its attractions for luxury travelers Chester, Virginia, offers a delightful mix of charm and sophistication for luxury travellers seeking an enriching experience. Begin your exploration at the historic Henricus Historical Park, where you can step back in time and immerse yourself in the life of early historic settlers. The meticulously recreated 17th-century village and interactive exhibits make for an engaging family outing. For those who appreciate the arts, the nearby Swift Creek Mill Theatre presents an array of live performances in a beautifully restored historic mill, creating a unique atmosphere for a night out. Nature enthusiasts will revel in the scenic beauty of the James River, where guided boat tours invite you to discover its rich wildlife and picturesque landscapes. If you fancy a touch of retail therapy, the Chesterfield Towne Center boasts a range of high-end boutiques and eateries, perfect for an afternoon of shopping followed by a gourmet dining experience. Staying in Chester’s upscale establishments allows for a luxurious retreat after a day of exploration, with hotels offering spa services, fine dining, and impeccable guest service. The quiet, suburban environment ensures a peaceful escape while still providing easy access to the vibrant culture and history of the surrounding areas. ## Top Chester Hotel Reviews ![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg) ### The Commonwealth 10/10 Excellent "The room was clean and well stocked. The staff from the front desk to the restaurant and everyone/all members in between were very courteous and helpful. Thank you!" [](https://expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ![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) ![Country Inn & Suites by Radisson, Chester, VA](https://images.trvl-media.com/lodging/2000000/1770000/1768500/1768436/cd622cb8_y.jpg) ### Country Inn & Suites by Radisson, Chester, VA 10/10 Excellent "Everything is close by shopping, and restaurants." [](https://expedia.ca/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h1768436.Hotel-Information) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "This is an incredibly beautiful building. I’m just thankful that someone found it worthwhile to preserve it." [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.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) ![Microtel Inn & Suites by Wyndham Richmond Airport](https://images.trvl-media.com/lodging/1000000/210000/201000/200990/3b56ec45_y.jpg) ### Microtel Inn & Suites by Wyndham Richmond Airport 10/10 Excellent "The frint desk staff is great, 1dt floor rooms are cozy, it is an extremely convenient area close to everything and anything else is a quik ride , only complaint is the wifi, wich u have to be careful with" [](https://expedia.ca/Richmond-Hotels-Microtel-Inn-Suites-By-Wyndham-Richmond-Airport.h200990.Hotel-Information) ## Frequently asked questions ### Which area of Chester is best to stay in for luxury hotels? > This area is the primary commercial hub of Chester, offering modern conveniences and easy access to major transport links. You'll find a selection of newer, high-quality hotels here, often featuring amenities like indoor pools, business centres, and on-site dining. It's well-connected for those travelling by car, with direct routes to Richmond and Petersburg. > > > Business travellers will find this area particularly suitable due to its proximity to corporate parks and its excellent transport links. Many hotels in this corridor cater to professional needs, providing meeting facilities and comfortable workspaces. > > > For couples looking for a comfortable and convenient base, the Bermuda Crossroads area offers contemporary accommodations. ### How much does a luxury hotel in Chester cost? ### What luxury activities and experiences are there in Chester? > While Chester itself is a smaller community, luxury experiences often involve venturing slightly afield to enjoy the region's offerings. For those seeking refined dining and cultural pursuits, staying closer to the northern parts of Chester allows for convenient access to downtown Richmond's acclaimed restaurant scene and performing arts venues. This is ideal for couples looking for an elegant evening out. > > > Golf enthusiasts will find luxury experiences at the numerous high-calibre golf courses located throughout Chesterfield County, many of which are just a short drive from Chester. Staying in a hotel that offers easy access to State Route 10 or Interstate 95 will allow you to quickly reach clubs like the one near Lake Chesdin, which often feature well-maintained courses and excellent facilities. ### How can I save on a luxury hotel in Chester with Expedia? ### Is it cheaper to book a luxury Chester 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 - 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) - [5 Star Hotels in Deerbourne ](https://www.expedia.ca/5Star-Deerbourne-Richmond-Hotels.s50-n782537921261125632-0.Travel-Guide-Filter-Hotels) - 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