Title: Chesapeake Vacation Packages & Trips 2026 from CA $940 | 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) ![](https://images.trvl-media.com/place/6612/a9713a83-9e8c-48e1-a2a0-408a1c201fa4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesapeake Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Kaylee Spinhirn - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Chesapeake Vacation Lock in a Chesapeake vacation package and concentrate on what matters — enjoying yourself. No more planning headaches, just a lot more free time to uncover what's special about this lively city, such as its rich history and family-friendly attractions. Make your trip to Chesapeake even more fun by including some sightseeing. [Greenbrier Mall](https://www.expedia.ca/Greenbrier-Mall-Greenbrier-East.d6273847.Vacation-Attraction), [Oak Grove Lake Park](https://www.expedia.ca/Oak-Grove-Lake-Park-Greenbrier-West.d6301205.Vacation-Attraction) and [Chesapeake City Park](https://www.expedia.ca/Chesapeake-City-Park-Greenbrier-East.d6083011.Vacation-Attraction) are among the popular attractions you'll want to explore. Your perfect Chesapeake vacation is just clicks away. Search flights, hotels and more on Expedia for a trip that's tailored just for you. ## Top Chesapeake Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Comfort Suites Airport](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Suites Airport Central Newport News CA $940 per person Feb 25 - Mar 4 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Norfolk (ORF) 8.8/10 Excellent! (1,005 reviews) Clean, staff were friendly. The only thing is breakfast could use a boost but it’s free! Reviewed on Dec 9, 2025 ![Spacious 4BR Home w/ Pool Family Friendly](https://images.trvl-media.com/lodging/121000000/120520000/120512800/120512753/47e0cdcf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Spacious 4BR Home w/ Pool Family Friendly Central Newport News CA $2,574 per person Feb 25 - Mar 4 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Norfolk (ORF) No reviews ![Hilton Norfolk The Main](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417334/ec9c304d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Norfolk The Main Downtown Norfolk CA $1,658 per person Feb 12 - Feb 16 found 10 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Norfolk (ORF) 9/10 Wonderful! (1,000 reviews) Great hotel! Will stay again. Reviewed on Dec 5, 2025 ![Hampton Inn & Suites Newport News (Oyster Point)](https://images.trvl-media.com/lodging/1000000/30000/21100/21074/1e9dfcd1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Newport News (Oyster Point) Central Newport News CA $1,105 per person Feb 25 - Mar 4 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Norfolk (ORF) 8.8/10 Excellent! (565 reviews) Staff was very nice and accommodating. Reviewed on Nov 29, 2025 ![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn & Suites Hampton near Coliseum Coliseum Central CA $1,110 per person Feb 25 - Mar 4 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Norfolk (ORF) 8.8/10 Excellent! (1,048 reviews) The breakfast didn’t have much of a variety but it was good and clean. The staff was nice and the attentiveness was amazing Reviewed on Dec 10, 2025 ## Where to stay in Chesapeake Find the best Chesapeake areas and neighborhoods for the activities you enjoy most. [Learn more about Chesapeake](https://expedia.ca/Chesapeake.dx6612) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481331-Greenbrier-Mall.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Greenbrier East 1 out of top 10 points of interest in this area While visiting Greenbrier East, you might make a stop by sights like Greenbrier Mall and Jillian's Billiards. [Find hotel + flight trips in Greenbrier East](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Greenbrier%20East&DestID=553248635976479827&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Greenbrier West If you're spending some time in Greenbrier West, Bowlero Chesapeake and Rivercrest Play Area are top sights worth seeing. [Find hotel + flight trips in Greenbrier West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Greenbrier%20West&DestID=553248635976480700&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481331-Greenbrier-Mall.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Greenbrier 4 out of top 10 points of interest in this area If you're spending some time in Greenbrier, Greenbrier Mall and Chesapeake Arboretum are top sights worth seeing. [Find hotel + flight trips in Greenbrier](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Greenbrier&DestID=946137804512284672&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Norfolk 1 out of top 10 points of interest in this area South Norfolk might not have many top sights, but Portlock Galleries at SoNo and Chesapeake Conference Center are two attractions nearby that you can check out. [Find hotel + flight trips in South Norfolk](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Norfolk&DestID=553248635976388783&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Great Bridge 1 out of top 10 points of interest in this area If you're spending some time in Great Bridge, Chesapeake City Hall and Cedar Lakes Retail Center are top sights worth seeing. [Find hotel + flight trips in Great Bridge](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Great%20Bridge&DestID=553248635976473375&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Chesapeake? Choose your dates ## Chesapeake Hotel Deals ![Wingate by Wyndham Chesapeake](https://images.trvl-media.com/lodging/2000000/1520000/1513300/1513238/d607b035_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wingate by Wyndham Chesapeake 817 Greenbrier Circle Chesapeake VA Fully refundableReserve now, pay when you stay CA $109 CA $128 total Dec 16 - Dec 17 includes taxes & fees 8/10 Very Good! (1,001 reviews) Omg this is my 4th time staying here and i love it always clean and smells good and fresh and the service is truly amazing I'm from Jersey and i always visit my family down here and this js is my second home in Virginia Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F12%2F2025&endDate=17%2F12%2F2025&selected=1513238&PinnedHotelID=1513238&HadPinnedHotel=true®ionId=6612) ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Suites Chesapeake - Norfolk 1550 Crossways Blvd Chesapeake VA Fully refundableReserve now, pay when you stay CA $93 CA $109 total Dec 21 - Dec 22 includes taxes & fees 8.4/10 Very Good! (1,007 reviews) Room was great Staff was excellent Highly recommend this establishment Reviewed on Dec 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=6570&PinnedHotelID=6570&HadPinnedHotel=true®ionId=6612) ![Aloft Chesapeake](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aloft Chesapeake 1454 Crossways Boulevard Chesapeake VA Fully refundableReserve now, pay when you stay CA $114 CA $134 total Dec 28 - Dec 29 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) Great hotel Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=2178508&PinnedHotelID=2178508&HadPinnedHotel=true®ionId=6612) [See all 3,414 properties in Chesapeake](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=6612) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Chesapeake ![Virginia Zoo](https://mediaim.expedia.com/localexpert/1186873/7f097ff9-ed91-446b-81f3-777883b6b643.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin CA $57 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/norfolks-combo-tickets-virginia-zoo-battleship-wisconsin.a1186873.activity-details) ![View of the water and the Spirit of Norfolk Dinner Cruise ship](https://mediaim.expedia.com/localexpert/174659/794d9e61-87fc-4a64-b0b9-9b590737e3a7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### City Cruises Norfolk: Signature Dinner Cruise CA $196 per adult **72%** of travellers recommend [](https://expedia.ca/things-to-do/city-cruises-norfolk-signature-dinner-cruise.a174659.activity-details) ![Wetland Zip Tour](https://mediaim.expedia.com/localexpert/1203917/b12cc0f1-334c-4d84-a034-07a972403c33.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wetland Zip Tour CA $92 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/wetland-zip-tour.a1203917.activity-details) [See all activities in Chesapeake](https://expedia.ca/things-to-do/search?rid=6612) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.