Title: Shepherdstown Vacation Packages 2026 from $406 | 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 $406 ## Book a Hotel + Flight or Car together to unlock savings ## 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. ![The Melrose Georgetown Hotel](https://images.trvl-media.com/lodging/1000000/30000/23000/22903/d1fb7467_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Melrose Georgetown Hotel Northwest Save 100% on your flight $406 per person May 29 - Jun 1 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 8.8/10 Excellent! (1,312 reviews) My room was not maintained well. There was a party in my room prior to my stay that they had hung decorations from the ceiling and left the tape. The lampshade was falling off the lamp. The safe in the cabinet key popping open the cabinet door. The curtains were heavily stained. The bathroom had stuff all over the wall paper. The wallpaper had huge gouges in it. The furniture was all dinged up. The property is not handicap accessible. You have to go up stairs to get to the elevator, no ramp is provided and the mini elevator meant for wheelchairs is out of order. The hotel does not offer food throughout the day. There is nothing posted in the room about restaurant hours. Not worth the money and definitely not luxurious. I have stayed in nicer 3 star hotels. Reviewed on Mar 7, 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. Save 100% on your flight $698 per person May 26 - May 30 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9/10 Wonderful! (1,148 reviews) Perfect, clean, very good location. 100% recommended Reviewed on Mar 11, 2026 ![Liberty Mountain Lodging by Vail Resorts](https://images.trvl-media.com/lodging/4000000/3460000/3459400/3459308/38d68077_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Liberty Mountain Lodging by Vail Resorts Save 100% on your flight $885 per person Apr 15 - Apr 22 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Hagerstown (HGR) 8.8/10 Excellent! (518 reviews) Clean rooms, pool and sauna. Friendly staff. Reviewed on Feb 21, 2026 ![Club Wyndham Old Town Alexandria](https://images.trvl-media.com/lodging/2000000/1900000/1900000/1899959/f84cbd02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham Old Town Alexandria Old Town Alexandria Save 100% on your flight $815 per person May 29 - Jun 1 found 19 hours ago Roundtrip flight included Boston (BOS) to Washington (DCA) 9/10 Wonderful! (44 reviews) Spacious, clean 2 bedroom suite. Friendly staff. Quiet location but also very close to Metro and everything in Old Town. Time share presentation was less high pressure than most. Reviewed on Feb 27, 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. $498 per person Apr 20 - Apr 22 found 12 hours ago Roundtrip non-stop flight included Boston (BOS) to Washington (DCA) 7.6/10 Good! (1,021 reviews) There wasn't a good smell in the hallway Reviewed on Mar 10, 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/2026-04-12/2026-04-19/?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 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) #### 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) ### 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/1000000/480000/474700/474628/35bb7cb1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Shepherdstown 70 Maddex Square Dr Shepherdstown WV Fully refundable $76 nightly $85 total Mar 22 - Mar 23 Total with taxes and fees 7.8/10 Good! (215 reviews) Horrible check in experience. Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=474628&PinnedHotelID=474628&HadPinnedHotel=true®ionId=56114) ![Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub](https://images.trvl-media.com/lodging/117000000/116920000/116917400/116917357/85c3966c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub Shepherdstown WV 10/10 Exceptional! (1 review) Beautiful area! Reviewed on Sep 1, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=116917357&PinnedHotelID=116917357&HadPinnedHotel=true®ionId=56114) [](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=116917357&PinnedHotelID=116917357&HadPinnedHotel=true®ionId=56114) ![❤️ Secluded 1940s Romantic Tiny House on the River](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown WV $122 nightly $135 total Mar 24 - Mar 25 Total with taxes and fees 9.8/10 Exceptional! (72 reviews) This was the perfect Valentine's getaway weekend for us. I booked the stay as a surprise, and my partner loved it. We are already talking about coming back some time. It was tidy, intimate, and peaceful. We cooked over the fire the first night, then on the grill the next night because it was raining. ... Reviewed on Feb 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=34821722&PinnedHotelID=34821722&HadPinnedHotel=true®ionId=56114) [See all 940 properties in Shepherdstown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F13%2F2026&endDate=3%2F14%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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Savings not available on all packages.