Title: Book the Best Chesapeake FAMILY FRIENDLY Hotels from CA $86 - Kid-Friendly Hotels in Chesapeake, VA | 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) ![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__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 Family Hotels Tonight [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-01&endDate=2026-02-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Chesapeake family-friendly hotels ![Lobby](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/026b9795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/1ca0dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/375b3ca7.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) ### TRU by Hilton Chesapeake, VA [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.Hotel-Information) Greenbrier 8.6/10 Excellent (372 reviews) "Great location clean and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) emily CA $132 CA $157 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/4c8c1321.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) ![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) ### Comfort Suites Chesapeake - Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) Greenbrier 8.6/10 Excellent (1,002 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 CA $108 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/6279b78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/41ff69e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chesapeake - Norfolk by IHG [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) Chesapeake 8.6/10 Excellent (1,000 reviews) "Staff are always awesome!!!! I stay here alot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelley CA $112 CA $131 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/60ce6a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/73497463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/a1b72f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/403ab185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) Greenbrier 8.2/10 Very good (1,001 reviews) "Having breakfast on the premises was great. The staff was very friendly and professional. Loved the convenient parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/6a2dae0e.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) ![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) ### Aloft Chesapeake [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) Greenbrier 8.4/10 Very good (1,003 reviews) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eizabeth CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/w3996h2667x0y0-1e37edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/85087e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/904b8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/0ba9c299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Chesapeake Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) Chesapeake 8.6/10 Excellent (1,003 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $125 CA $146 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/e9930164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/19e38b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/5a87b226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/b55b24b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) Chesapeake 6.4/10 (948 reviews) "Accommodations were just average, staff was very friendly, food ran out first morning, toilet plugged up, neighboring residents fought like cats and dogs, blasting the TV and screaming on the phone. Wouldn’t return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $91 CA $116 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/3c4e115e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/0cadf59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/a1ec024b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/6d0f46a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) Greenbrier 8.4/10 Very good (586 reviews) "Room was perfect, no issues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) oscar CA $152 CA $178 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Hot Tub, Kitchenette](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/ea47707b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/5af92446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/fe42e190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/952a38bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) Chesapeake 6.8/10 (564 reviews) "Clean rooms clean hallways overall good looking environment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rayburn CA $102 CA $120 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/3e8d32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/1cb2edad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/200b9175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STUDIOS & SUITES 4 LESS CHESAPEAKE [](https://www.expedia.ca/Chesapeake-Hotels-Econo-Lodge-Chesapeake-Route-13-And-I-464.h40428.Hotel-Information) South Norfolk 6.8/10 (684 reviews) "Nice place clean and cozy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip CA $72 CA $86 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Chesapeake-Hotels-Econo-Lodge-Chesapeake-Route-13-And-I-464.h40428.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=2026-02-14&endDate=2026-02-15®ionId=6612&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at family-friendly hotels in Chesapeake Breakfast included Pool Connecting rooms ## Family-friendly hotels with free breakfast in Chesapeake ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/a34808e1.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/6279b78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/41ff69e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chesapeake - Norfolk by IHG [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) Chesapeake 8.6/10 Excellent (1000) CA $112 CA $131 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/f02a09a0.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) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/617dc6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chesapeake [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) Greenbrier 8.4/10 Very good (1003) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/w3996h2667x0y0-1e37edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/85087e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/904b8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/0ba9c299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Chesapeake Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) Chesapeake 8.6/10 Excellent (1003) CA $125 CA $146 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/4c8c1321.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) ![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) ### Comfort Suites Chesapeake - Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) Greenbrier 8.6/10 Excellent (1002) CA $108 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/7e3313a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/1ca0dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/375b3ca7.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) ### TRU by Hilton Chesapeake, VA [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.Hotel-Information) Greenbrier 8.6/10 Excellent (372) CA $132 CA $157 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/60ce6a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/73497463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/a1b72f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/403ab185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) Greenbrier 8.2/10 Very good (1001) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/3c4e115e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/0cadf59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/a1ec024b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/6d0f46a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) Greenbrier 8.4/10 Very good (586) CA $152 CA $178 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Hot Tub, Kitchenette](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/ea47707b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/5af92446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/fe42e190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/952a38bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) Chesapeake 6.8/10 (564) CA $102 CA $120 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/e9930164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/19e38b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/5a87b226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/b55b24b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) Chesapeake 6.4/10 (948) CA $91 CA $116 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) ![Desk, blackout drapes, 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41700/41684/5e3080a1.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) ![Full-size 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) ### Extended Stay America Suites Chesapeake Crossways Blvd [](https://www.expedia.ca/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) Greenbrier 6.4/10 (1001) CA $106 CA $124 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Extended-Stay-America-Suites-Chesapeake-Crossways-Blvd.h41684.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15®ionId=6612&adults=2&travelerType=family_friendly&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Family-friendly hotels with pools in Chesapeake ![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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/f02a09a0.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) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/617dc6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chesapeake [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) Greenbrier 8.4/10 Very good (1003) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/6279b78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/41ff69e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chesapeake - Norfolk by IHG [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) Chesapeake 8.6/10 Excellent (1000) CA $112 CA $131 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/w3996h2667x0y0-1e37edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/85087e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/904b8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/0ba9c299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Chesapeake Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) Chesapeake 8.6/10 Excellent (1003) CA $125 CA $146 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/4c8c1321.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) ![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) ### Comfort Suites Chesapeake - Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) Greenbrier 8.6/10 Excellent (1002) CA $108 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/60ce6a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/73497463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/a1b72f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/403ab185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) Greenbrier 8.2/10 Very good (1001) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/3c4e115e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/0cadf59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/a1ec024b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1200000/1197100/1197012/6d0f46a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) Greenbrier 8.4/10 Very good (586) CA $152 CA $178 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Chesapeake-Hotels-Residence-Inn-By-Marriott-Chesapeake-Greenbrier.h1197012.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Hot Tub, Kitchenette](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/ea47707b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/5af92446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/fe42e190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/952a38bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) Chesapeake 6.8/10 (564) CA $102 CA $120 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/e9930164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/19e38b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/5a87b226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/b55b24b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) Chesapeake 6.4/10 (948) CA $91 CA $116 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15®ionId=6612&adults=2&travelerType=family_friendly&sort=RECOMMENDED&amenities=POOL&openPlayBack=true) ## Family-friendly hotels with connecting rooms in Chesapeake ![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) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/f02a09a0.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) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/617dc6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chesapeake [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) Greenbrier 8.4/10 Very good (1003) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/w3996h2667x0y0-1e37edc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/85087e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/904b8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6800/6731/0ba9c299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delta Hotels by Marriott Chesapeake Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.Hotel-Information) Chesapeake 8.6/10 Excellent (1003) CA $125 CA $146 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Delta-Hotels-By-Marriott-Chesapeake-Norfolk.h6731.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/4c8c1321.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) ![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) ### Comfort Suites Chesapeake - Norfolk [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) Greenbrier 8.6/10 Excellent (1002) CA $108 CA $127 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/7e3313a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/1ca0dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/375b3ca7.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) ### TRU by Hilton Chesapeake, VA [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.Hotel-Information) Greenbrier 8.6/10 Excellent (372) CA $132 CA $157 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/60ce6a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/73497463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/a1b72f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1920000/1919300/1919285/403ab185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chesapeake Greenbrier [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) Greenbrier 8.2/10 Very good (1001) CA $118 CA $139 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chesapeake-Hotels-SpringHill-Suites-By-Marriott-Chesapeake-Greenbrier.h1919285.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Hot Tub, Kitchenette](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/ea47707b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/5af92446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/fe42e190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539507/952a38bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) Chesapeake 6.8/10 (564) CA $102 CA $120 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chesapeake-Hotels-Sleep-Inn-Suites-Chesapeake-Portsmouth.h539507.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/e9930164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/19e38b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/5a87b226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/4000000/3390000/3383600/3383519/b55b24b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chesapeake - Portsmouth [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.Hotel-Information) Chesapeake 6.4/10 (948) CA $91 CA $116 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Inn-Suites-Chesapeake-Portsmouth.h3383519.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=2026-02-14&endDate=2026-02-15®ionId=6612&adults=2&travelerType=family_friendly&sort=RECOMMENDED&room_amenities_group_explore=connecting_rooms_available&openPlayBack=true) ## Top Chesapeake Hotel Reviews ![Wyndham Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/8200/8175/41603c72_y.jpg) ### Wyndham Virginia Beach Oceanfront 10/10 Excellent "Check in process, the pleasantries of the staff. Cleanliness of hotel and room. " [](https://expedia.ca/Virginia-Beach-Hotels-Wyndham-Virginia-Beach-Oceanfront.h8175.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 "Staff was very courteous" [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hyatt House Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/4c0344e7_y.jpg) ### Hyatt House Virginia Beach / Oceanfront 10/10 Excellent "Very nice staff. Room is great" [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.Hotel-Information) ![Wingate by Wyndham Chesapeake](https://images.trvl-media.com/lodging/2000000/1520000/1513300/1513238/d607b035_y.jpg) ### Wingate by Wyndham Chesapeake 10/10 Excellent "Yes everything was just fine" [](https://expedia.ca/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.Hotel-Information) ![SureStay Hotel by Best Western Virginia Beach Royal Clipper](https://images.trvl-media.com/lodging/1000000/450000/441300/441218/2644c33a_y.jpg) ### SureStay Hotel by Best Western Virginia Beach Royal Clipper 10/10 Excellent "Mr. Bryan was very helpful and jolly. The room was very clean." [](https://expedia.ca/Virginia-Beach-Hotels-SureStay-Hotel-By-Best-Western-Virginia-Beach-Royal-Clipper.h441218.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "Clean room, nice soft pillows and comfy bed. Love the TV and the balcony view was perfect." [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/e4480049_y.jpg) ### Hilton Vacation Club Oceanaire Virginia Beach 10/10 Excellent "Clean and I felt really safe they have top tear customer service!! can’t wait to stay again!!" [](https://expedia.ca/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.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 "Everything it was perfect " [](https://expedia.ca/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 "Rooms were clean and comfortable. The staff was greatand helpful. Looking forward to our nxt stay" [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ## Frequently asked questions ### What's Chesapeake like for family-friendly vacations? ### What's the best hotel for a family vacation to Chesapeake? ### When's the best time to book a family-friendly vacation in Chesapeake? ### What's there to see and do with your family in Chesapeake? ## 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) - 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