Title: Book the Best BOUTIQUE Hotels in Chesapeake in 2025 | 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 Boutique Hotels in Chesapeake, VA from CA $87 ![](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 Boutique Hotels Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-09&endDate=2025-10-10&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-10&endDate=2025-10-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chesapeake Boutique Hotels We don't have any properties that match your exact search [See all properties in Chesapeake](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=6612&adults=2) ## Recommended hotels in Chesapeake ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1088200/1088155/76eccb36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1090000/1088200/1088155/f5c95a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1090000/1088200/1088155/1164c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1088200/1088155/bea95ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chesapeake by IHG Western Branch North 7.4/10 Good (784) "Clean room, friendly, close to casino." CA $122 CA $143 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Hotel-Suites-Chesapeake.h1088155.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489263/026638ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489263/66d34bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Queen](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489263/000f4f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489263/535a9d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chesapeake-Square Mall Chesapeake 8.0/10 Very good (1008) "Staff was very friendly and available. " CA $113 CA $133 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chesapeake-Hotels-Hampton-Inn-Suites-Chesapeake-Square-Mall.h1489263.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1850000/1849000/1848960/afacc897.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) ### Candlewood Suites Chesapeake by IHG Western Branch North 8.0/10 Very good (518) "Always a great stay and clean/convenient " CA $137 CA $160 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chesapeake-Hotels-Candlewood-Suites-Chesapeake.h1848960.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1760000/1752900/1752892/9ecc11f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1752900/1752892/w4000h2663x0y0-836e4897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1760000/1752900/1752892/bbb0aa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1760000/1752900/1752892/8a5211aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chesapeake Suffolk Western Branch North 8.2/10 Very good (672) "clean room and such a nice staff " CA $129 CA $151 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chesapeake-Hotels-Fairfield-Inn-Suites-By-Marriott-Chesapeake-Suffolk.h1752892.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/059a327e.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) ### Comfort Suites Chesapeake - Norfolk Greenbrier East 8.4/10 Very good (1015) "Great check in and rooms are large and clean. " CA $117 CA $138 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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 (1004) "Great place to stay." CA $142 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chesapeake-Hotels-Hampton-Inn-Suites-Chesapeake-Battlefield-Blvd.h2221382.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/a34808e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/18ab12a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/6279b78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/705a8ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chesapeake - Norfolk by IHG Chesapeake 8.6/10 Excellent (1006) "Nice stay" CA $133 CA $155 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/e945abb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels, soap](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/4fa6e897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, freezer](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/88c6636d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/9d6c67bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STUDIOS & SUITES 4 LESS CHESAPEAKE South Norfolk 6.6/10 (597) "A decent stay for the price." CA $73 CA $87 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chesapeake-Hotels-Econo-Lodge-Chesapeake-Route-13-And-I-464.h40428.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/234312b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/w4000h2661x0y0-9aa71ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/w4000h2662x0y0-753f2adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/bc583c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn and Suites By Marriott Chesapeake Greenbrier East 9.0/10 Wonderful (1000) "Very clean and friendly, a good selection for the breakfast " CA $131 CA $154 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chesapeake-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chesapeake.h16036.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/1ca0dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/f4f8f740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/7e3313a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/998d4190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU by Hilton Chesapeake, VA Greenbrier East 8.6/10 Excellent (295) "Stayed at a terrible hotel for 3 days, this place was heaven compared to them. Nice staff, nice rooms, nice environment, plenty of convenient places around the hotel. Would highly recommend staying here" CA $130 CA $152 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.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=2025-10-23&endDate=2025-10-24®ionId=6612&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake Hotel Reviews ## Frequently asked questions ### What's there to see and do in Chesapeake? > The beaches, shopping, and theater are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chesapeake include Naval Station Norfolk, Portlock Galleries at SoNo, and Greenbrier Mall. You might also want to see places such as Sandbridge Beach, Portsmouth Naval Shipyard Museum, and Nauticus National Maritime Center during your trip. ### What kind of weather should I plan for when I travel to Chesapeake? > Understanding the weather in Chesapeake is important when you plan your trip. 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. Average annual precipitation for Chesapeake is 54 inches. ### What's the best way to get to my boutique hotel in Chesapeake? > You have a few options for getting to Chesapeake. The nearest major airport is Norfolk Intl. Airport (ORF), which is located 10.1 mi (16.3 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey. ## 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 East](https://www.expedia.ca/Chesapeake-Greenbrier-East.dx553248635976479827) - [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 Boutique Hotels in Chesapeake on Expedia.com](https://www.expedia.com/Chesapeake-Hotels-Boutique-Hotel.0-0-d6612-tBoutiqueHotel.Travel-Guide-Filter-Hotels)