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 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-17&endDate=2025-12-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-18&endDate=2025-12-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [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) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=5931&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Chester luxury hotels ![Reception](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/3a60f938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/94ff3974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Non Smoking, Balcony](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/c91ab61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92460000/92459700/92459676/983cc733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boulevard Inn [](https://www.expedia.ca/Richmond-Hotels-Boulevard-Inn.h92459676.Hotel-Information) 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 $536 CA $612 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Richmond-Hotels-Boulevard-Inn.h92459676.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) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/42160159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/ea8bd20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/75ad00e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jefferson Hotel [](https://www.expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) Downtown Richmond 9.8/10 Exceptional (1014) "An amazing place to go at Christmas, but expect it would be great anytime.old world elegance with modern amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $406 CA $472 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/80c7c143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 10:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/fc17fe4a.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) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/1e4e2ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Richmond Downtown [](https://www.expedia.ca/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.Hotel-Information) Downtown Richmond 8.4/10 Very good (1001) "Everything was excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $185 CA $215 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.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) ![Dinner and brunch served](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/4931a5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/fba2edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/12000000/11590000/11581300/11581272/adf8849e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quirk Hotel Richmond [](https://www.expedia.ca/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information) Downtown Richmond 8.8/10 Excellent (1001) "Fantastic hotel in a great location !!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aidan [](https://www.expedia.ca/Richmond-Hotels-Quirk-Hotel-Richmond.h11581272.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/6bd14c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/440000/435600/435531/cd97732f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Richmond - Midlothian [](https://www.expedia.ca/Richmond-Hotels-Doubletree-By-Hilton-Richmond-Midlothian.h435531.Hotel-Information) North Chesterfield 8.0/10 Very good (1006) "Clean room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Itarsha CA $205 CA $238 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Richmond-Hotels-Doubletree-By-Hilton-Richmond-Midlothian.h435531.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/7575839d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:30 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/c90cb396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom, 2 Bathrooms | Living area](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/5e0ebc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Richmond Hotel [](https://www.expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) Downtown Richmond 9.0/10 Wonderful (1279) "beautiful hotel lovely staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) diana CA $233 CA $271 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information) ![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/1000000/40000/39900/39891/6bad4623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/0d933113.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) ### The Commonwealth [](https://www.expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) Downtown Richmond 8.8/10 Excellent (1361) "Place was great and a perfect spot to walk to our concert at the National." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geoffrey T CA $251 CA $292 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/36d01625.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/18000000/17730000/17726000/17725982/26cbbe87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/4c913910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Richmond [](https://www.expedia.ca/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information) Downtown Richmond 8.4/10 Very good (1398) "What an excellent facility! So happy with our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie CA $179 CA $209 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/c31357d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Bed, Terrace, City View](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/ca466d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/3e23e2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkeley Hotel [](https://www.expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) Downtown Richmond 8.8/10 Excellent (1537) "Elegant and quiet hotel,but very proximately situated to downtown Richmond and the Shockoe Slip area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jefferson [](https://www.expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/35df4852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971483/w3997h2667x0y0-3128abcd.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/w3995h2667x0y0-15c6a1eb.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 [](https://www.expedia.ca/Richmond-Hotels-The-Westin-Richmond.h1971483.Hotel-Information) Richmond 8.8/10 Excellent (1000) "Clean room, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $260 CA $302 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Richmond-Hotels-The-Westin-Richmond.h1971483.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=2026-01-01&endDate=2026-01-02®ionId=5931&adults=2&sort=LUXURY&star=40,50&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 ![Omni Richmond Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13817/16c7de39_y.jpg) ### Omni Richmond Hotel 10/10 Excellent "Helpful staff. Great location. Well appointed room. " [](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 "Beautiful room, great location and friendly staff" [](https://expedia.ca/Richmond-Hotels-The-Berkeley-Hotel.h1860.Hotel-Information) ![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/9f1e05a8_y.jpg) ### Linden Row Inn 10/10 Excellent "Overall a delightful hotel. Staff was excellent Room was large. Very historic and near everything " [](https://expedia.ca/Richmond-Hotels-Linden-Row-Inn.h14059.Hotel-Information) ![The Jefferson Hotel](https://images.trvl-media.com/lodging/10000000/9870000/9868600/9868548/c8b04136_y.jpg) ### The Jefferson Hotel 10/10 Excellent "Very friendly and welcoming staff. The lobby was beautifully decorated for the Holiday, including an enormous handmade gingerbread scene! We were upgraded to a lovely king suite with small lounge area. " [](https://expedia.ca/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) ![Motel 6 Sandston, VA - Richmond, Va](https://images.trvl-media.com/lodging/1000000/1000000/996400/996383/cd3525c6_y.jpg) ### Motel 6 Sandston, VA - Richmond, Va 10/10 Excellent "The housekeepers team are always friendly making sure our room is straight its pet friendly and the front desk is always looking forward to us being here make you feel right at home " [](https://expedia.ca/Richmond-Hotels-Motel-6-Sandston.h996383.Hotel-Information) ![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) ![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) ![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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