Title: Hampshire County Vacation Packages & Trips 2025 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d553248635976432968.Car-Rental-Destinations) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Hampshire County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Hampshire County Vacation Book a vacation package to Hampshire County and make planning your adventure quick and easy. With the finer details taken care of before you leave, you can focus on enjoying every moment in this destination. If you're putting together a schedule of where to go during your trip to Hampshire County, top cities like [Romney](https://www.expedia.ca/Romney.d184166.Destination-Travel-Guides) and [Paw Paw](https://www.expedia.ca/Paw-Paw.d3000461333.Destination-Travel-Guides) should be included. Expedia has everything you need for planning your Hampshire County vacation. From hotels and flights, to activities and more, we know how to create a travel experience like no other. ## Hampshire County Hotel Deals ![Rocky Gap Casino & Resort](https://images.trvl-media.com/lodging/1000000/120000/119400/119318/6758e6a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rocky Gap Casino & Resort 16701 Lakeview Road NE, Cumberland, MD Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (1,351 reviews) Limited vegan food options. Paid $12 for a small portion of hummus. Reviewed on Oct 24, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=119318&PinnedHotelID=119318&HadPinnedHotel=true®ionId=553248635976432968) [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=119318&PinnedHotelID=119318&HadPinnedHotel=true®ionId=553248635976432968) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Winchester 160 Front Royal Pike, Winchester, VA Fully refundableReserve now, pay when you stay CA $95 CA $104 total Dec 1 - Dec 2 includes taxes & fees 8.4/10 Very Good! (1,109 reviews) Stayed for a night on my way through town. Not a bad spot, clean and quiet. Staff was great. Lots of food delivery options around. Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=9600&PinnedHotelID=9600&HadPinnedHotel=true®ionId=553248635976432968) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East, Winchester, VA Fully refundableReserve now, pay when you stay CA $149 CA $162 total Dec 1 - Dec 2 includes taxes & fees 9.2/10 Wonderful! (2,188 reviews) Good Reviewed on Oct 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=553248635976432968) [See all 938 properties in Hampshire County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025®ionId=553248635976432968) 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) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)