Title: Book the Best Chesapeake LUXURY Hotels - Upscale Hotels in Chesapeake, VA | Expedia.ca [Chesapeake Travel Guide](https://expedia.ca/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.ca/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake](https://expedia.ca/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)[Flights to Chesapeake](https://expedia.ca/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Chesapeake Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.ca/Chesapeake.d6612.Destination-Travel-Guides) ![Hidden Gems. #trovember #chesapeake #virginia #november #fall #golden #hiddengems](https://images.trvl-media.com/place/6612/dba409e5-c541-4029-b3b6-3ea7a408a4c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Sarah Chiricosta # Find luxury hotels in Chesapeake, 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 Chesapeake Luxury Hotels Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-12-04&endDate=2025-12-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-12-05&endDate=2025-12-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-12-05&endDate=2025-12-07&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=6612&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Chesapeake Luxury Hotels ![View from property](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/53807f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/c600575b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/0f3f8b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chesapeake Greenbrier East 8.4/10 Very good (1003) "Always a nice stay. Clean. And a pool table. The bar area and stage are a nice hit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wahkeena CA $116 CA $136 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Deluxe Room, 2 Double Beds (Smoke Free)](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/a9448b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/587a7675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/c90a645b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/dc68bad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Chesapeake Conference Center Chesapeake 7.0/10 Good (1000) "How pleasant the staff was" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shameka [](https://www.expedia.ca/Chesapeake-Hotels-Red-Roof-Inn-Chesapeake-Conference-Center.h1927.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/17a9ea67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, desk, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/6b87b9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/c054d0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/8998253f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chesapeake Greenbrier East 8.4/10 Very good (1001) "Check in was seamless, room clean. I stay here every time I travel to Chesapeake, VA" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabbriel CA $124 CA $146 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chesapeake-Hotels-Hyatt-Place-Chesapeake.h2201789.Hotel-Information) ![Suite](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/5aa674d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/038be8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/059a327e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chesapeake - Norfolk Greenbrier East 8.6/10 Excellent (1031) "Great hotel and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deandre CA $94 CA $111 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Studio, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/f6f8453f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/aa11fd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/282f4b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/fa6f9366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Chesapeake Crossways Blvd Greenbrier East 6.4/10 (1000) "Wonderful place to stay!!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $107 CA $126 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) ![Fridge, microwave, stovetop, dining tables](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/93b8d2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/9c881f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dining tables](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/fcc7bf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/c6f66754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd Greenbrier East 5.4/10 (651) "Clean room friendly staff. Cleaning was a plus" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William Mack [](https://www.expedia.ca/Chesapeake-Hotels-InTown-Suites-Extended-Stay-Chesapeake-VA-I-64.h892957.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/f2e59564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/f3fb5c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/459552a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/65fd233d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chesapeake Greenbrier East 7.4/10 Good (597) "The staff was AMAZING!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carlos CA $135 CA $158 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Chesapeake-Hotels-Courtyard-By-Marriott-Chesapeake.h43064.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=2025-12-18&endDate=2025-12-19®ionId=6612&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Chesapeake ### Chesapeakeand its attractions for luxury travelers Chesapeake, Virginia offers a delightful blend of natural beauty and refined experiences for luxury travellers. Begin your journey at the Great Dismal Swamp National Wildlife Refuge, where you can explore stunning landscapes filled with wildlife on a guided boat tour or hiking excursion, perfect for those with an adventurous spirit. Next, indulge in a day of golf at the prestigious Greenbrier Country Club, featuring a pristine course and superb amenities that ensure a relaxing afternoon of sport and leisure. For a taste of culture, visit the Chesapeake Planetarium, where you can enjoy captivating shows under the stars, followed by a stroll through the vibrant local art scene. A visit to the Chesapeake City Park is ideal for families, with its picturesque gardens and playgrounds, allowing for a leisurely picnic in a serene setting. Finally, don’t miss the exquisite dining experience at the renowned Bodega Restaurant, known for its innovative cuisine and intimate atmosphere, perfect for a romantic evening. Luxury travellers will find the best accommodations in the Greenbrier area, where upscale hotels provide attentive service and a wealth of amenities, ensuring a pampered stay as you explore the city's attractions. ### Find the best luxury hotels and resorts in Chesapeake For travelers seeking a touch of elegance in Chesapeake, Virginia, these luxury hotels offer exceptional amenities and a refined atmosphere for a memorable stay. [**Delta Hotels by Marriott Chesapeake Norfolk**](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) - **Why it's great for a luxury retreat:** The Delta Hotels by Marriott Chesapeake Norfolk stands out as a superb choice for luxury travelers, an excellent guest review rating of 8.6\. With its prime location near a shopping district, guests can indulge in high-end retail experiences and enjoy the convenience of nearby attractions. The hotel features a sophisticated design, complemented by a rooftop garden perfect for relaxation and enjoying serene views. - **Other amenities:** Guests can take advantage of an indoor pool for leisurely swims, and a well-equipped fitness centre for maintaining their workout routines. The hotel also offers daily housekeeping, complimentary toiletries, and an accessible van parking facility. An on-site snack bar ensures that refreshments are never far away, while nearby golf courses provide an option for guests looking to enjoy a round in a picturesque setting. - **Nearby attractions:** Chesapeake Conference Center - 0.7 km, Greenbrier Mall - 2.4 km, Chesapeake City Park - 4.3 km ## Top Chesapeake Hotel Reviews ![La Quinta Inn & Suites by Wyndham Virginia Beach](https://images.trvl-media.com/lodging/1000000/20000/10200/10166/1f188e93_y.jpg) ### La Quinta Inn & Suites by Wyndham Virginia Beach 10/10 Excellent "The room was clean. The king size bed is very comfortable. And our dog can stay with us! Good price for the accommodations. Would definitely recommend this hotel. The staff is friendly and helpful as well." [](https://expedia.ca/Virginia-Beach-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Virginia-Beach.h10166.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 10/10 Excellent "Staff, amenities" [](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/c80e2694_y.jpg) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) 10/10 Excellent "Room was extra clean and organize bathroom clean front desk was very very help-full one of the most best hotel again will stay again definitely family love it " [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg) ### Comfort Inn & Suites Hampton near Coliseum 10/10 Excellent "The room was very comfortable. " [](https://expedia.ca/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "It was very nice" [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "Nice place, older but reminds me of how the beach was when I was a kid in the 70's. Would stay there again." [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg) ### Comfort Suites Chesapeake - Norfolk 10/10 Excellent "Yes" [](https://expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Aloft Chesapeake](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba_y.jpg) ### Aloft Chesapeake 10/10 Excellent "Staff great. Room clean. Maid service the friendliest as well as the bartender I was there with 2 little boys and they were kind and patient. I left an envelope with cash and a check in my room and they actually returned it all much to my relief!!" [](https://expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Oceanfront Inn](https://images.trvl-media.com/lodging/3000000/2100000/2094900/2094819/05b11887_y.jpg) ### Oceanfront Inn 10/10 Excellent "Highly recommend!" [](https://expedia.ca/Virginia-Beach-Hotels-Oceanfront-Inn.h2094819.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Chesapeake? ### When can I expect good weather in Chesapeake? ### What's there to see and do in Chesapeake? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Chesapeake Conference Center ](https://www.expedia.ca/Chesapeake-Conference-Center-Hotels.0-l6083013-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Deep Creek South ](https://www.expedia.ca/Deep-Creek-South-Chesapeake-Hotels-Adults-Only-Resorts.0-n553248635976473910-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Deep Creek South ](https://www.expedia.ca/Deep-Creek-South-Chesapeake-Hotels-Romantic-Hotel.0-n553248635976473910-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Deep Creek South Hotels ](https://www.expedia.ca/Deep-Creek-South-Chesapeake-Hotels.0-n553248635976473910-0.Travel-Guide-Filter-Hotels) - 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