Title: TOP Luxury Hotels in Chesapeake, VA for 2026 - Chesapeake Upscale Hotels | Expedia.co.uk [Chesapeake Travel Guide](https://expedia.co.uk/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.co.uk/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Holiday Rentals in Chesapeake](https://expedia.co.uk/Chesapeake-Holiday-Rentals.d6612.Travel-Guide-HolidayRentals)[Flights to Chesapeake](https://expedia.co.uk/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Things to do in Chesapeake](https://expedia.co.uk/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)[Chesapeake Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesapeake.d6612.Car-Hire-Guide)[Chesapeake Holidays](https://expedia.co.uk/Chesapeake.d6612.Holidays-City-Breaks) ![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 ![](https://images.trvl-media.com/place/6612/dba409e5-c541-4029-b3b6-3ea7a408a4c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [15 Feb - 16 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-02-15&endDate=2026-02-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [16 Feb - 17 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-02-16&endDate=2026-02-17&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-02-20&endDate=2026-02-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-02-27&endDate=2026-03-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for 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) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/617dc6f2.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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/f02a09a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chesapeake [](https://www.expedia.co.uk/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) Greenbrier East 8.4/10 Very good (1,004 reviews) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eizabeth £80 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/dc68bad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/d288c597.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) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/f763598b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Chesapeake Conference Center [](https://www.expedia.co.uk/Chesapeake-Hotels-Red-Roof-Inn-Chesapeake-Conference-Center.h1927.Hotel-Information) Chesapeake 7.0/10 Good (1,001 reviews) "The hotel was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £65 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Chesapeake-Hotels-Red-Roof-Inn-Chesapeake-Conference-Center.h1927.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/e2388196.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/53646c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/ed6b8b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chesapeake [](https://www.expedia.co.uk/Chesapeake-Hotels-Hyatt-Place-Chesapeake.h2201789.Hotel-Information) Greenbrier East 8.4/10 Very good (1,001 reviews) "The staff was hospitable and the room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin £85 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chesapeake-Hotels-Hyatt-Place-Chesapeake.h2201789.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/038be8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/d11ae589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/12b59110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/24271ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chesapeake - Norfolk [](https://www.expedia.co.uk/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) Greenbrier East 8.8/10 Excellent (1,006 reviews) "The breakfast was really good and the rooms were good too" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viraj £69 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/e519b389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/5ee3ac21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/8ef718bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/9d1e2fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Chesapeake Crossways Blvd [](https://www.expedia.co.uk/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) Greenbrier East 6.4/10 (1,001 reviews) "Good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron £68 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) ![Fridge, microwave, stovetop, dining tables](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/67c26f97.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) ![Premium Room, 1 King Bed with Sofa bed | Desk, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/1487194c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/900000/893000/892957/2e540dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InTown Suites Extended Stay Chesapeake VA – I-64/Crossway Blvd [](https://www.expedia.co.uk/Chesapeake-Hotels-InTown-Suites-Extended-Stay-Chesapeake-VA-I-64.h892957.Hotel-Information) Greenbrier East 5.4/10 (652 reviews) "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.co.uk/Chesapeake-Hotels-InTown-Suites-Extended-Stay-Chesapeake-VA-I-64.h892957.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/df58bf1e.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) ![Executive Suite, 1 King Bed with Sofa bed | Private kitchen | Mini-fridge, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/425b758f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/f2e59564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chesapeake [](https://www.expedia.co.uk/Chesapeake-Hotels-Courtyard-By-Marriott-Chesapeake.h43064.Hotel-Information) Greenbrier East 7.4/10 Good (608 reviews) "Very friendly staff. Very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos R £80 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/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.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02®ionId=6612&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_PROMO_6612) ## Find out more about Chesapeake ### Chesapeakeand its attractions for luxury travelers Chesapeake, Virginia, offers a range of experiences that cater perfectly to luxury travellers seeking both adventure and relaxation. Begin your journey at the Great Dismal Swamp National Wildlife Refuge, where you can enjoy guided eco-tours aboard a private boat, exploring the tranquil waterways and spotting unique wildlife. For a taste of culture, visit the Chesapeake City Park, which not only boasts beautiful walking trails but also features the impressive Chesapeake Planetarium for an out-of-this-world experience in stargazing. If you’re a golf enthusiast, the Riverfront Golf Club is a must-visit, where you can tee off on a meticulously designed course, followed by a sumptuous meal at the clubhouse overlooking the pristine greens. Families will appreciate the nearby Children's Museum of Virginia, where interactive exhibits ensure that even the youngest members of your party can indulge in creative fun. When it comes to accommodation, the Greenbrier is known for its luxurious amenities and exceptional service, perfectly situated to allow easy access to these attractions. After a day of exploring, unwind at the hotel's lavish spa, where you can experience bespoke treatments tailored to your needs, ensuring your stay is both comfortable and indulgent. ## Top Chesapeake Hotel Reviews ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg) ### Comfort Suites Chesapeake - Norfolk 10/10 Excellent "The stay was perfect. We requested bottom floor as we had a service dog. The room was beautiful and clean and service was awesome. Would definitely recommend and will be back. Thank you." [](https://expedia.co.uk/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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 "Was great! " [](https://expedia.co.uk/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 10/10 Excellent "Yes, the room was spotless and the was great!" [](https://expedia.co.uk/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Holiday Inn & Suites Virginia Beach North Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/16300/16268/631516bd_y.jpg) ### Holiday Inn & Suites Virginia Beach North Beach by IHG 10/10 Excellent "Great staff, great suites - still our go-to." [](https://expedia.co.uk/Virginia-Beach-Hotels-Holiday-Inn-Suites-Virginia-Beach-North-Beach.h16268.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 "clean room, great stuff, great breakfast, excellent location." [](https://expedia.co.uk/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hilton Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/982abe80_y.jpg) ### Hilton Virginia Beach Oceanfront 10/10 Excellent "Helpful staff and clean large room" [](https://expedia.co.uk/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "Yes" [](https://expedia.co.uk/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ![Boardwalk Resort and Villas](https://images.trvl-media.com/lodging/1000000/920000/910400/910351/7bb2cf2f_y.jpg) ### Boardwalk Resort and Villas 10/10 Excellent "The room was spotless, amazing view, and last but not least the staff was very pleasant and kind. I will be returning for another stay! " [](https://expedia.co.uk/Virginia-Beach-Hotels-Boardwalk-Resort-And-Villas.h910351.Hotel-Information) ![Wyndham Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/8200/8175/41603c72_y.jpg) ### Wyndham Virginia Beach Oceanfront 10/10 Excellent "Yes" [](https://expedia.co.uk/Virginia-Beach-Hotels-Wyndham-Virginia-Beach-Oceanfront.h8175.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 - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Norfolk ](https://www.expedia.co.uk/3Star-Norfolk-Hotels.s30-0-d2689.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Norfolk ](https://www.expedia.co.uk/4Star-Norfolk-Hotels.s40-0-d2689.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Norfolk ](https://www.expedia.co.uk/5Star-Norfolk-Hotels.s50-0-d2689.Travel-Guide-Filter-Hotels) - 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