Title: Explore Shepherdstown Vacation Packages | Expedia.com [Shepherdstown Travel Guide](https://expedia.com/Shepherdstown.dx56114)[Hotels in Shepherdstown](https://expedia.com/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.com/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Flights to Shepherdstown](https://expedia.com/Cheap-Flights-To-Shepherdstown.d56114.Travel-Guide-Flights)[Car Rentals in Shepherdstown](https://expedia.com/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 Vacations from $343 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Antietam-National-Battlefield-Sharpsburg.d6091709.Vacation-Attraction), [Shepherd University](https://www.expedia.com/Shepherd-University-Shepherdstown.d553248621558642403.Vacation-Attraction) and [Antietam National Cemetery](https://www.expedia.com/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. ## The Latest Shepherdstown vacation packages Price found within the past 48 hours. Click for updated prices. ![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/a1ea6b4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Washington D.C. - The Wharf by IHG Southwest $343 per person Apr 17 - Apr 20 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (1,005 reviews) Everything was excellent! Reviewed on Jan 25, 2026 ![Hampton Inn & Suites Washington DC-Navy Yard](https://images.trvl-media.com/lodging/12000000/11610000/11601700/11601627/2e6bd60c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Washington DC-Navy Yard Navy Yard Save 100% on your flight $707 per person Mar 16 - Mar 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9/10 Wonderful! (1,004 reviews) Nice room and hotel, only issue was the fan in AC/heat unit in room was very loud so I had to turn it off at night to sleep. Reviewed on Feb 7, 2026 ![Pendry Baltimore](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/45fde7f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Baltimore Fells Point Save 100% on your flight $1,188 per person Apr 15 - Apr 21 found 20 hours ago Roundtrip flight included Atlanta (ATL) to Baltimore (BWI) 9.4/10 Exceptional! (1,000 reviews) Staff and room were amazing Reviewed on Feb 7, 2026 ![Rosewood Washington, D.C.](https://images.trvl-media.com/lodging/6000000/5490000/5487000/5486908/760b0e05_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rosewood Washington, D.C. Northwest Save 100% on your flight $1,950 per person Mar 13 - Mar 16 found 1 day ago Roundtrip flight included Miami (MIA) to Washington (DCA) 9.2/10 Wonderful! (194 reviews) Wonderful staff, clean and comfortable room. Reviewed on Jan 7, 2026 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/acc99fd8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. Save 100% on your flight $781 per person Mar 16 - Mar 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Clean room, staff very polite and gentle Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Shepherdstown [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FDK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_56114) ### Discover the most popular places to visit in Shepherdstown #### Shepherd University 4.5/5(5 reviews) Explore the campus of Shepherd University, during your travels in Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding. [](https://expedia.com/Shepherd-University-Shepherdstown.d553248621558642403.Vacation-Attraction) #### Shepherdstown Opera House 5/5(1 review) Enjoy a performance at Shepherdstown Opera House, a theater with a story to tell in Shepherdstown. Stroll along the riverfront or seek out the horseback riding. [](https://expedia.com/Shepherdstown-Opera-House-Shepherdstown.d553248621532662480.Vacation-Attraction) #### Shepherdstown Visitors Center 4/5(1 review) Shepherdstown Visitors Center is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? Amble around the area's riverfront, or seek out its horseback riding. [](https://expedia.com/Shepherdstown-Visitors-Center-Shepherdstown.d553248621561196354.Vacation-Attraction) ### What to do in Shepherdstown ![South Mountain Private Battlefield Tour](https://mediaim.expedia.com/localexpert/49951025/4fd142ab-eb6f-46de-991d-fb60cd1721e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### South Mountain Private Battlefield Tour $120 per traveler [](https://expedia.com/things-to-do/south-mountain-private-battlefield-tour.a49951025.activity-details) [See all activities in Shepherdstown](https://expedia.com/things-to-do/search?rid=56114) ## 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 $77 nightly $87 total Feb 22 - Feb 23 Total with taxes and fees [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%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 $95 nightly $105 total Feb 23 - Feb 24 Total with taxes and fees 9.8/10 Exceptional! (71 reviews) Good value with all you need in the little house. Quiet, simple, and sweet. Reviewed on Jan 25, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%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 $90 nightly $101 total Feb 24 - Feb 25 Total with taxes and fees 8.6/10 Excellent! (1,019 reviews) Quiet area and close to food and shopping. Breakfast was great. Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F24%2F2026&endDate=2%2F25%2F2026&selected=63064&PinnedHotelID=63064&HadPinnedHotel=true®ionId=56114) [See all 931 properties in Shepherdstown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F12%2F2026&endDate=2%2F13%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. ## Find the Best Shepherdstown Vacation Packages ## Shepherdstown Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Hagerstown Regional Airport (HGR) | | Population | 2,100 | | Max Temp Winter | 40ºF | | Max Temp Summer | 85ºF | | Top Sights | [Bolivar Heights Scenic Overlook](https://www.expedia.com/Bolivar-Heights-Scenic-Overlook-Harpers-Ferry.d553248633963503100.Vacation-Attraction), [Shepherdstown Museum](https://www.expedia.com/Shepherdstown-Museum-Shepherdstown.d553248621532662479.Vacation-Attraction) and [John Browns Fort](https://www.expedia.com/John-Browns-Fort-Harpers-Ferry.d553248633961488742.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Shepherdstown vacation package cost? ### What are the cheapest months to go to Shepherdstown? ### How many days is enough for Shepherdstown? ### Is it worth booking a vacation package to Shepherdstown? ### How to find the best Shepherdstown package deals? ### Is it cheaper to book a Shepherdstown vacation as a package? ### When to book a vacation package to Shepherdstown? ### Does Expedia offer Book Now, Pay Later Shepherdstown vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Shepherdstown Visitors Center ](https://www.expedia.com/Shepherdstown-Visitors-Center-Hotels.0-l553248621561196354-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherdstown Museum ](https://www.expedia.com/Shepherdstown-Museum-Hotels.0-l553248621532662479-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherdstown Opera House ](https://www.expedia.com/Shepherdstown-Opera-House-Hotels.0-l553248621532662480-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherd University ](https://www.expedia.com/Shepherd-University-Hotels.0-l553248621558642403-0.Travel-Guide-Filter-Hotels) - [Hotels near Elmwood Cemetery ](https://www.expedia.com/Elmwood-Cemetery-Hotels.0-l553248621561196358-0.Travel-Guide-Filter-Hotels) - [Hotels near Cress Creek Golf Club 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