Title: Book the Best Chesapeake Ski Hotels in 2026 from CA $97 | 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 # Find Ski Hotels in Chesapeake, VA from CA $97 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - 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Jan 5, 2026 [](https://www.expedia.ca/Newport-News-Hotels-Hilton-Garden-Inn-Newport-News.h1088154.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104900000/104897100/104897026/d108e0c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104900000/104897100/104897026/46538b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/105000000/104900000/104897100/104897026/c88dc256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/105000000/104900000/104897100/104897026/6ac6c561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Virginia Beach Princess Anne Virginia Beach 9.6/10 Exceptional (199) "Large clean rooms and great breakfast options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $156 CA $183 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Virginia-Beach-Hotels-Home2-Suites-By-Hilton-Virginia-Beach-Princess-Anne.h104897026.Hotel-Information) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/53000000/52080000/52074500/52074460/cebe5a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52080000/52074500/52074460/eed8d3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/53000000/52080000/52074500/52074460/886f34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52080000/52074500/52074460/1542e8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Norfolk Airport Northwest 8.8/10 Excellent (604) "Perfect spot to spend the night before flying out of Norfolk" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melody CA $113 CA $134 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Norfolk-Virginia-Beach-Hotels-Tru-By-Hilton-Norfolk-Airport.h52074460.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 (1002) "Good breakfast friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karolyn CA $111 CA $130 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Chesapeake-Hotels-Hampton-Inn-Suites-Chesapeake-Square-Mall.h1489263.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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/28489a05.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 (342) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $122 CA $146 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.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) ![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 (1031) "Great hotel and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deandre CA $94 CA $111 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![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 (791) "Clean room, friendly, close to casino." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl CA $122 CA $143 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Hotel-Suites-Chesapeake.h1088155.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/6279b78c.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) ![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 Chesapeake 8.6/10 Excellent (1000) "Amazing customer service when we checked in and out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benita M CA $116 CA $136 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/790000/788500/788409/c6a09652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/1000000/790000/788500/788409/f3d0101c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/790000/788500/788409/a425e881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/1000000/790000/788500/788409/c1d677e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Inn Chesapeake – Portsmouth Chesapeake 7.0/10 Good (300) "It's Peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) B.F CA $81 CA $97 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Chesapeake-Hotels-American-Inn-Chesapeake-Portsmouth.h788409.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 (692) "Will be staying again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diamond CA $129 CA $151 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chesapeake-Hotels-Fairfield-Inn-Suites-By-Marriott-Chesapeake-Suffolk.h1752892.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=2025-12-18&endDate=2025-12-19®ionId=6612&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Chesapeake Hotel Reviews ## 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) - 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