Title: Shepherdstown Vacation Packages & Trips 2026 from CA $1,177 | Expedia.ca [Hotels in Shepherdstown](https://expedia.ca/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.ca/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Things to do in Shepherdstown](https://expedia.ca/Things-To-Do-In-Shepherdstown.d56114.Travel-Guide-Activities)[Shepherdstown Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide) ![](https://images.trvl-media.com/place/56114/00cd2069-de0c-470a-86cc-7eb498d4fe40.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Shepherdstown 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 Shepherdstown Vacation When you choose a Shepherdstown vacation package, you can really enjoy your adventure to the fullest. Delve into the highlights of this fascinating city knowing that all your travel needs have been taken care of in advance. You'll want to take in the sights during your trip to Shepherdstown. Carve out some time for popular attractions like [Antietam National Battlefield](https://www.expedia.ca/Antietam-National-Battlefield-Sharpsburg.d6091709.Vacation-Attraction), [Shepherd University](https://www.expedia.ca/Shepherd-University-Shepherdstown.d553248621558642403.Vacation-Attraction) and [Antietam National Cemetery](https://www.expedia.ca/Antietam-National-Cemetery-Sharpsburg.d553248621532662484.Vacation-Attraction). Whatever your travel plans or the size of your budget, organizing a tailored Shepherdstown vacation is a breeze with Expedia. ## Top Shepherdstown Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Churchill Hotel near Embassy Row](https://images.trvl-media.com/lodging/1000000/10000/7100/7004/55f14a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Churchill Hotel near Embassy Row Northwest CA $1,177 per person Mar 14 - Mar 20 found 1 day ago Roundtrip flight included Montreal (YMQ) to Washington (DCA) 8.8/10 Excellent! (1,915 reviews) Easy check in and out Reviewed on Feb 3, 2026 ![Sofitel Washington DC Lafayette Square](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/4877e6b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. CA $1,859 per person Mar 14 - Mar 20 found 1 day ago Roundtrip flight included Montreal (YMQ) to Washington (DCA) 9/10 Wonderful! (1,084 reviews) Everyone who worked at the hotel was so nice and so accommodating! We had a great stay! Reviewed on Feb 8, 2026 ![Beacon Hotel & Corporate Quarters](https://images.trvl-media.com/lodging/1000000/10000/7100/7069/0681397f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Hotel & Corporate Quarters Downtown Washington D.C. CA $2,013 per person Apr 13 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Washington (DCA) 7.6/10 Good! (1,022 reviews) The room was comfortable, clean and the staff were friendly. Reviewed on Feb 6, 2026 ![Hotel Zena Washington DC](https://images.trvl-media.com/lodging/1000000/10000/1200/1125/9da3a06d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Zena Washington DC Downtown Washington D.C. CA $1,362 per person Mar 14 - Mar 20 found 1 day ago Roundtrip flight included Montreal (YMQ) to Washington (DCA) 9/10 Wonderful! (1,349 reviews) Amazing place. Great people and amazing women power! Reviewed on Jan 25, 2026 ![Arlo Washington DC](https://images.trvl-media.com/lodging/107000000/106090000/106087200/106087178/8cf67881_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Washington DC Northwest CA $1,210 per person Mar 14 - Mar 20 found 1 day ago Roundtrip flight included Montreal (YMQ) to Washington (DCA) 9.2/10 Wonderful! (1,093 reviews) The cleanliness, city view, discount, and free breakfast. Staff were pleasant as well. Reviewed on Feb 1, 2026 ## Ready to book your vacation to Shepherdstown? Choose your dates ## Shepherdstown Hotel Deals ![Quality Inn Shepherdstown](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/73207b6f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Shepherdstown 70 Maddex Square Dr Shepherdstown WV Fully refundable CA $105 CA $117 total Feb 22 - Feb 23 includes taxes & fees 7.8/10 Good! (212 reviews) Room was clean and the staff were very courteous. Reviewed on Jan 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=474628&PinnedHotelID=474628&HadPinnedHotel=true®ionId=56114) ![❤️ Secluded 1940s Romantic Tiny House on the River](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown WV CA $54 CA $142 total Feb 17 - Feb 18 includes taxes & fees 9.6/10 Exceptional! (71 reviews) Good value with all you need in the little house. Quiet, simple, and sweet. Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=34821722&PinnedHotelID=34821722&HadPinnedHotel=true®ionId=56114) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Martinsburg 975 Foxcroft Ave Martinsburg WV Fully refundableReserve now, pay when you stay CA $116 CA $131 total Feb 17 - Feb 18 includes taxes & fees 8.6/10 Excellent! (1,015 reviews) Very clean and friendly Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=63064&PinnedHotelID=63064&HadPinnedHotel=true®ionId=56114) [See all 931 properties in Shepherdstown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F02%2F2026&endDate=12%2F02%2F2026®ionId=56114) 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) ### Discover the most popular places to visit in Shepherdstown #### Morgan's Grove Park Morgan's Grove Park is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, find time to visit its casinos. [](https://expedia.ca/Morgans-Grove-Park-Shepherdstown.d553248621561196357.Vacation-Attraction) ## 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