Title: TOP Luxury Hotels in Chesapeake, VA for 2025 - 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 # Find luxury hotels in Chesapeake, VA - ![](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 [16 Nov - 17 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2025-11-16&endDate=2025-11-17&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [17 Nov - 18 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2025-11-17&endDate=2025-11-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2025-11-21&endDate=2025-11-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2025-11-28&endDate=2025-11-30&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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/bdd1b1a7.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) ![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) ### Aloft Chesapeake Greenbrier East 8.4/10 Very good (1002) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilson £83 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Deluxe Room, 2 Double Beds (Smoke Free) | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/a9448b44.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) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/2000/1927/f763598b.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) ### Red Roof Inn Chesapeake Conference Center Chesapeake 7.0/10 Good (1002) "How pleasant the staff was" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shameka £67 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/8998253f.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) ![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) ### Hyatt Place Chesapeake Greenbrier East 8.4/10 Very good (1001) "Rooms was very comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antwan £79 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Chesapeake-Hotels-Hyatt-Place-Chesapeake.h2201789.Hotel-Information) ![Suite | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93.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) ![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/1000000/10000/6600/6570/222db243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chesapeake - Norfolk Greenbrier East 8.6/10 Excellent (1004) "Great hotel and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deandre £75 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Studio, 1 Queen Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/f6f8453f.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/aa11fd7e.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 £67 includes taxes & fees 26 Nov - 27 Nov [](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/1000000/900000/893000/892957/93b8d2ff.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/1000000/900000/893000/892957/9c881f1e.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 (650) "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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/f2e59564.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/43100/43064/33d97aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, 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) ### Courtyard by Marriott Chesapeake Greenbrier East 7.4/10 Good (592) "The staff was AMAZING!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carlos £90 includes taxes & fees 24 Nov - 25 Nov [](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=2025-11-30&endDate=2025-12-01®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 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 ### Coastal Hotel and Suites Virginia Beach Oceanfront 10/10 Excellent "Great room, great hotel." [](https://expedia.co.uk/Virginia-Beach-Hotels-Coastal-Hotel-And-Suites-Virginia-Beach-Oceanfront.h9977.Hotel-Information) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) 10/10 Excellent "Everything was great the breakfast was delicious and many choices the room was clean the staff was courteous I read some bad reviews but those were baseless" [](https://expedia.co.uk/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ### Boardwalk Resort and Villas 10/10 Excellent "Everything was great , we enjoyed our stay and will come back " [](https://expedia.co.uk/Virginia-Beach-Hotels-Boardwalk-Resort-And-Villas.h910351.Hotel-Information) ### Schooner Inn 10/10 Excellent "Good experience " [](https://expedia.co.uk/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ### Comfort Inn & Suites Hampton near Coliseum 10/10 Excellent "The room was very clean. And he staff was very courteous." [](https://expedia.co.uk/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information) ### Oceanfront Inn 10/10 Excellent "Great location for events" [](https://expedia.co.uk/Virginia-Beach-Hotels-Oceanfront-Inn.h2094819.Hotel-Information) ### La Quinta Inn by Wyndham Norfolk Virginia Beach 10/10 Excellent "Excellent, as always" [](https://expedia.co.uk/Virginia-Beach-Hotels-La-Quinta-Inn-By-Wyndham-Norfolk-Virginia-Beach.h1442.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Chesapeake? > Use Expedia to help you arrange a flight to Norfolk, VA (ORF-Norfolk Intl.) airport or Newport News, VA (PHF-Newport News - Williamsburg Intl.) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to get what you'd like to make your stay special. If you want an upscale hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Chesapeake offers. During your visit, you might want to enjoy the beaches and shopping which Chesapeake is known for. ### When can I expect good weather in Chesapeake? > Planning for the weather is an important factor for making your trip to Chesapeake a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Chesapeake is 1359 mm. ### What's there to see and do in Chesapeake? > Enjoy Chesapeake and visit Greenbrier Mall, Chesapeake Conference Center and Chesapeake Square Mall. If you have extra time while you're in the area, you might want to stop by Chesapeake Arboretum and Chesapeake Golf Club. ## 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) - [Hotels near Armed Forces Memorial](https://www.expedia.co.uk/Armed-Forces-Memorial-Hotels.0-l6301153-0.Travel-Guide-Filter-Hotels) - [Portsmouth City County Hotels](https://www.expedia.co.uk/Destinations-In-Portsmouth-City-County.d553248635976431475.Hotel-Destinations) - [Adults Only Resorts & in Virginia](https://www.expedia.co.uk/Destinations-In-Virginia-Adults-Only-Resorts.0-0-d248-tAdultsOnlyResorts.Hotel-Filter-Destinations) - 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[Car hire Norfolk](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Norfolk.d2689.Car-Hire-Guide) - [Car hire Portsmouth](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Portsmouth.d9442.Car-Hire-Guide) - [Europcar Rental Cars in Norfolk](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Norfolk.d2689-c14.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Norfolk](https://www.expedia.co.uk/National-Car-Rental-Car-Rentals-In-Norfolk.d2689-c42.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Norfolk](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-Norfolk.d2689-c33.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Portsmouth](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-Portsmouth.d9442-c33.Car-Rental-Guide-Suppliers) - [Sports Car Car Hire in Norfolk](https://www.expedia.co.uk/Sportscar-Car-Rentals-In-Norfolk.d2689-tSportscar.Car-Rental-Guide-Class) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Norfolk-Holiday-Rentals.d2689.Travel-Guide-HolidayRentals) - [Things to do in Norfolk](https://www.expedia.co.uk/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities) - [Things to do in Portsmouth](https://www.expedia.co.uk/Things-To-Do-In-Portsmouth.d9442.Travel-Guide-Activities) - [Book Luxury Hotels in Chesapeake on Expedia.com](https://www.expedia.com/Chesapeake-Hotels-Luxury-Hotel.0-0-d6612-tLuxuryHotel.Travel-Guide-Filter-Hotels)