Title: Book the Best Chesapeake, VA ALL INCLUSIVE Resorts and Hotels | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481121-Chesapeake-Square-Mall.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find All Inclusive Resorts and 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 All Inclusive Resorts and Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake All Inclusive Resorts and Hotels ![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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2201800/2201789/ed6b8b05.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 (1004) "Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nicole CA $140 CA $164 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chesapeake-Hotels-Hyatt-Place-Chesapeake.h2201789.Hotel-Information) ![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) ![Lounge](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/0f3f8b52.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 (1003) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilson CA $142 CA $166 total includes taxes & fees Nov 9 - Nov 10 [](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) ![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 (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) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/37609205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/ff3c8736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/b4c011ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/11db815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Chesapeake Norfolk Chesapeake 8.6/10 Excellent (1021) "It’s clean and quiet. The rooms are spacious. The area is what it is. It’s good. The price is good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gregory CA $143 CA $167 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/979400/979305/e4bd2735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/980000/979400/979305/47e2f936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/979400/979305/12e96bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/979400/979305/f11c4c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chesapeake/Greenbrier Greenbrier East 7.8/10 Good (649) "A great stay! Will definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $170 CA $201 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chesapeake-Hotels-Hilton-Garden-Inn-ChesapeakeGreenbrier.h979305.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2230000/2221400/2221382/02aa2e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2221400/2221382/60755980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2221400/2221382/a60ef085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2230000/2221400/2221382/ed04d37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chesapeake-Battlefield Blvd. Greenbrier West 8.0/10 Very good (1002) "Friendly staff and a good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $131 CA $153 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chesapeake-Hotels-Hampton-Inn-Suites-Chesapeake-Battlefield-Blvd.h2221382.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/fa6f9366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/fd4e9688.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) ### Extended Stay America Suites Chesapeake Crossways Blvd Greenbrier East 6.4/10 (1002) "Wonderful place to stay!!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $103 CA $122 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6400/6347/67cc96d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/6400/6347/02d8c980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6400/6347/b2f441ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6400/6347/651c83fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Norfolk/Chesapeake (Greenbrier Area) Chesapeake 8.4/10 Very good (978) "The staff was awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $114 CA $134 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chesapeake-Hotels-Hampton-Inn-NorfolkChesapeake.h6347.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742892/85da8f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742892/333851e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742892/a9a6fe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742892/b96f8892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Chesapeake by IHG Chesapeake 8.4/10 Very good (502) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $188 CA $219 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Chesapeake-Hotels-Staybridge-Suites-Chesapeake.h1742892.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1850000/1849000/1848960/8f0a99d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1849000/1848960/0d4b1327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1850000/1849000/1848960/53fc96fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1849000/1848960/afacc897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Chesapeake by IHG Western Branch North 8.0/10 Very good (525) "Always a great stay and clean/convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aurora CA $118 CA $138 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chesapeake-Hotels-Candlewood-Suites-Chesapeake.h1848960.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=2025-11-17&endDate=2025-11-18®ionId=6612&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake Hotel Reviews ## Frequently asked questions ### Looking for Chesapeake all-inclusive resorts? > Chesapeake is known for shopping and culture, and offers a host of things to see and do such as Greenbrier Mall and Portlock Galleries at SoNo. View our choice of all-inclusive hotel rooms where you can enjoy a host of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive hotel accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. ### What is there to do near my all-inclusive resort in Chesapeake? > Venture away from your all-inclusive resort and out to Norfolk Beaches and Greenbrier Mall, and see why travelers like the beaches and shopping in Chesapeake. Other attractions include Chesapeake Conference Center, Chesapeake Square Mall, and Cahoon Plantation Golf Course. ### When's the best time for an all-inclusive stay in Chesapeake? > There's nothing like an all-inclusive vacation in Chesapeake to revive you, especially when you know what kind of weather to expect. Here's some info to help you decide when to book: The hottest months are usually July and August with an average temp of 77°F, while the coldest months are January and February with an average of 45°F. February and November are the driest months while September and August are the rainiest months. ## 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) - [Green Hotels in Virginia](https://www.expedia.ca/Destinations-In-Virginia-Green-Sustainable.0-0-d248-tGreenSustainable.Hotel-Filter-Destinations) - 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[Visit Greenbrier West](https://www.expedia.ca/Chesapeake-Greenbrier-West.dx553248635976480700) - [Children's Museum of Virginia](https://www.expedia.ca/Childrens-Museum-Of-Virginia-Portsmouth.d6083017.Vacation-Attraction) - [Commodore Theatre](https://www.expedia.ca/Commodore-Theatre-Portsmouth.d6301232.Vacation-Attraction) - [Douglas MacArthur Memorial](https://www.expedia.ca/Douglas-MacArthur-Memorial-Downtown-Norfolk.d6083029.Vacation-Attraction) - [Frank D Lawrence Stadium](https://www.expedia.ca/Frank-D-Lawrence-Stadium-Portsmouth.d6310280.Vacation-Attraction) - [Nauticus National Maritime Center](https://www.expedia.ca/Nauticus-National-Maritime-Center-Downtown-Norfolk.d6083061.Vacation-Attraction) - [Norfolk Vacations](https://www.expedia.ca/Norfolk.d2689.Destination-Travel-Guides) - [Visit Norfolk](https://www.expedia.ca/Norfolk.dx2689) - [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) - [Avis Rental Cars in Norfolk](https://www.expedia.ca/Avis-Car-Rentals-In-Norfolk.d2689-c41.Car-Rental-Guide-Suppliers) - [Car rental Norfolk](https://www.expedia.ca/Car-Rentals-In-Norfolk.d2689.Car-Rental-Guide) - [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 All Inclusive Resorts and Hotels in Chesapeake on Expedia.com](https://www.expedia.com/Chesapeake-Hotels-All-Inclusive-Hotel.0-0-d6612-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)