Title: 5 Stars Hotels in Chesapeake, Virginia from CA $146 - Find Cheap Chesapeake Hotels With 5 Stars | 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)[Things to do in Chesapeake](https://expedia.ca/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)[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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481121-Chesapeake-Square-Mall.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Chesapeake, Virginia from CA $146 ![](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 5 Star Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-31&endDate=2025-11-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake 5 Star Hotels ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Hotels.s50-0-d6612.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chesapeake-Hotels.s50-0-d6612.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chesapeake. ![Delta Hotels by Marriott Virginia Beach Waterfront Suites](https://images.trvl-media.com/lodging/41000000/40900000/40896500/40896449/6e910a6c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Delta Hotels by Marriott Virginia Beach Waterfront Suites 2800 Shore Drive, Virginia Beach, VA CA $124 CA $146 total Nov 24 - Nov 25 includes taxes & fees 8.4/10 Very Good! (1,425 reviews) [](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-Delta-Hotels-By-Marriott-Virginia-Beach-Bayfront-Suites.h40896449.Hotel-Information) ![DoubleTree by Hilton Virginia Beach](https://images.trvl-media.com/lodging/1000000/20000/12400/12372/w3837h2558x3y3-2be8c9fa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Virginia Beach 1900 Pavilion Dr, Virginia Beach, VA CA $143 CA $167 total Nov 6 - Nov 7 includes taxes & fees 8.2/10 Very Good! (1,009 reviews) [](https://expedia.ca/Virginia-Beach-Hotels-DoubleTree-By-Hilton-Virginia-Beach.h12372.Hotel-Information) ![Hilton Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/982abe80_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Virginia Beach Oceanfront 3001 Atlantic Ave, Virginia Beach, VA CA $170 CA $200 total Nov 6 - Nov 7 includes taxes & fees 8.4/10 Very Good! (1,048 reviews) [](https://expedia.ca/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) Still don't see what you're looking for? [See all properties in Chesapeake.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6612&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Chesapeake Explore the Great Dismal Swamp's boardwalk trails where kayakers glide past cypress trees and wildlife thrives. The Chesapeake Arboretum's 48 acres of forests and gardens offer peaceful hiking, while nearby waterfront restaurants serve the bay's famous blue crabs. [See all hotels in Chesapeake](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&adults=2®ionId=6612) ![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=399&h=399&p=1&q=high) Photo by Sarah Chiricosta ## Top Chesapeake Hotel Reviews ## Find out more about Chesapeake ## Five Star Hotels in Chesapeake There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chesapeake so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chesapeake and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chesapeake Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chesapeake The results are in, and Chesapeake 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chesapeake! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chesapeake today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chesapeake? > The amount you pay for a 5-star hotel in Chesapeake can vary depending on the time of year you travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay. > > > > - Search for the lowest price per night from CA $146 ### What makes a hotel 5 stars in Chesapeake? > From gourmet restaurants and 24/7 fitness centres to swimming pools and dreamy bedding, the 5-star experience in Chesapeake is all about luxury and comfort. But it takes more than just top-notch perks to get a 5-star rating. Stays also have to offer exceptional guest-centric services like in-room massage treatments, laundry and dry cleaning and 24-hour room service. ### Are there any 5-star all-inclusive resorts in Chesapeake? > Find a luxury retreat that includes your room, meals, activities and entertainment in Chesapeake with the help of Expedia's filters. Search for properties rated 5 stars and select the "All inclusive" filter. Have a look at what's included in the purchase price. 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[Portsmouth Vacations](https://www.expedia.ca/Portsmouth.d9442.Destination-Travel-Guides) - [Uss Wisconsin BB-64](https://www.expedia.ca/USS-Wisconsin-BB-64-Downtown-Norfolk.d6241607.Vacation-Attraction) - [Waterside District](https://www.expedia.ca/Waterside-District-Downtown-Norfolk.d6171207.Vacation-Attraction) - [Car rental Portsmouth](https://www.expedia.ca/Car-Rentals-In-Portsmouth.d9442.Car-Rental-Guide) - [Payless Rental Cars in Greenbrier East](https://www.expedia.ca/Payless-Car-Rentals-In-Greenbrier-East.d553248635976479827-c38.Car-Rental-Guide-Suppliers) - [Norfolk Vacation Rentals](https://www.expedia.ca/Norfolk-Vacation-Rentals.d2689.Travel-Guide-VacationRentals) - [Things to do in Norfolk](https://www.expedia.ca/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities) - [Things to do in Portsmouth](https://www.expedia.ca/Things-To-Do-In-Portsmouth.d9442.Travel-Guide-Activities) - [Book 5 Star Hotels in Chesapeake on Expedia.com](https://www.expedia.com/5Star-Chesapeake-Hotels.s50-0-d6612.Travel-Guide-Filter-Hotels)