Title: Visit Shepherdstown: Best of Shepherdstown Tourism | Expedia Travel Guide - 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)[Shepherdstown Vacation Packages](https://expedia.ca/Shepherdstown.d56114.Destination-Travel-Guides) # Shepherdstown ## Travel Guide ![Shepherdstown showing a small town or village, street scenes and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135498-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135495-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring heritage architecture and an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135496-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring street scenes, a small town or village and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135315-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring an administrative building and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135497-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Shepherdstown Things to do #### Explore funky bars and coffee houses and experience the diverse cultural scene at this exciting and dynamic college town. Shepherdstown is a small town, yet it possesses a vivacity and energy more typical of a larger city. It was officially incorporated in 1762 under the name Mecklenburg and has plenty of historical pre-Revolutionary architecture. The town has more to offer visitors than just its historical features. Shop for handicrafts in local shops, attend arts-oriented festivals and hike the trails at nearby state parks. Before you delve into the student-driven arts scene, familiarize yourself with the town’s more than 250 years of history. Wander around the Shepherdstown National Historic Districtand identify the different architectural styles. Find Grand Greek-Revival buildings as well as Federal and Victorian constructions around town. Pick up a map of historic homes at the Shepherdstown Visitors Centre to help you navigate. The Historic Shepherdstown Museum, housed in an 18th-century hotel, is open from early April to late October and is devoted to local history. The presence of students in the small town adds to its youthful atmosphere. Mingle with students at the Shepherd University campus near the banks of the Potomac River. Spend evenings in the busy bars where students congregate for nights out. Consider booking tickets for a show at the historic Shepherdstown Opera House, which screens films and eclectic live events. Find cafés, restaurants and interesting shops selling antiques as well as handcrafted goods on the main thoroughfare, German Street. Walk or bike in the Chesapeake and Ohio Canal National Historical Park, running along the northern bank of the Potomac River and stretching all the way to Washington D.C. The town has a busy events schedule, with several well-known festivals throughout the year. Arrange your trip to coincide with the renowned summertime Contemporary American Theatre Festival. Film buffs may want to catch the Cut to the Chase Film Festival in September or the American Conservation Film Festival later in the fall. Shepherdstown is about a 90-minute drive from Washington D.C. and Baltimore. Discover the arts and festival scene that has Washington weekenders enamored. - Shepherdstown Hotel Deals - Vacation Rentals in Shepherdstown ![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 CA $83 CA $93 total Jan 1 - Jan 2, 2026 includes taxes & fees Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ... 7.8/10 Good! (205 reviews) staff was wonderful- clean rooms Reviewed on Dec 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%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 $143 total Jan 5 - Jan 6, 2026 includes taxes & fees Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby. 9.8/10 Exceptional! (66 reviews) This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again. Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%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 CA $117 CA $132 total Jan 1 - Jan 2, 2026 includes taxes & fees Book a stay at this business-friendly hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 8.6/10 Excellent! (1,000 reviews) Pleasant stay. Very nice front desk staff on night and day! Reviewed on Dec 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=63064&PinnedHotelID=63064&HadPinnedHotel=true®ionId=56114) [See all 911 properties in Shepherdstown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®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. ![❤️ 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 Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby. 9.8/10 Exceptional! (66 reviews) This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again. Reviewed on Dec 14, 2025 [](https://expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Hidden Gem in the woods with hot tub ](https://images.trvl-media.com/lodging/38000000/37270000/37267100/37267085/7b4d8e16_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hidden Gem in the woods with hot tub Berkeley Springs WV Stay at this cabin in Berkeley Springs. Enjoy free WiFi, a pool table, and patios. Popular attractions Berkeley Springs Antique Mall and Ice House are located ... 9.4/10 Exceptional! (87 reviews) The cabin was very clean, well equipped, and the amenities were plentiful. It was also private and was everything I was expecting based on the property's description. I would rent it again. Reviewed on Dec 7, 2025 [](https://expedia.ca/Berkeley-Springs-Hotels-Hidden-Gem-In-The-Woods-With-Hot-Tub.h37267085.Hotel-Information) ![Mirror Villas - Modern Retreat with private hot tubs and mountain view](https://images.trvl-media.com/lodging/115000000/114260000/114252300/114252257/eef0d6c1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mirror Villas - Modern Retreat with private hot tubs and mountain view 13571 Blairs Valley Rd Mercersburg PA Stay at this guesthouse in Mercersburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Whitetail Ski Resort and Lift Off Quad Ski Lift ... 9.6/10 Exceptional! (5 reviews) Love it .! Reviewed on Dec 7, 2025 [](https://expedia.ca/Mercersburg-Hotels-Mirror-Villas.h114252257.Hotel-Information) [See all properties in Shepherdstown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=56114&sort=VACATION_RENTAL) 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. ## Check Shepherdstown hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2025-12-24&endDate=2025-12-25)[Dec 24 - Dec 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2025-12-24&endDate=2025-12-25) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2025-12-25&endDate=2025-12-26)[Dec 25 - Dec 26](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2025-12-25&endDate=2025-12-26) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[Dec 26 - Dec 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[Jan 2 - Jan 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026) ### Popular places to visit #### Shepherd University 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.ca/Shepherd-University-Shepherdstown.d553248621558642403.Vacation-Attraction) #### Shepherdstown Opera House 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.ca/Shepherdstown-Opera-House-Shepherdstown.d553248621532662480.Vacation-Attraction) #### Shepherdstown Visitors Center 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.ca/Shepherdstown-Visitors-Center-Shepherdstown.d553248621561196354.Vacation-Attraction) #### 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) #### Shepherdstown Historic District Find out about the history of Shepherdstown when you take a trip to Shepherdstown Historic District. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Shepherdstown-Historic-District-Shepherdstown.d924439458783289344.Vacation-Attraction) #### Cress Creek Country Club Golf Course Enjoy a round of golf in Shepherdstown at Cress Creek Country Club Golf Course. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Cress-Creek-Country-Club-Golf-Course-Shepherdstown.d924439962624061440.Vacation-Attraction) ## Cities near Shepherdstown ![Harpers Ferry National Historical Park which includes heritage elements and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135311-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Harpers Ferry ![Martinsburg featuring street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80066-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Martinsburg - Cities near Shepherdstown - Places of interest [Harpers Ferry](https://expedia.ca/Harpers-Ferry.dx7561)[Martinsburg](https://expedia.ca/Martinsburg.dx6057082) - [Morgan's Grove Park ](https://expedia.ca/Morgans-Grove-Park-Shepherdstown.d553248621561196357.Vacation-Attraction) - [Whitetail Ski Resort ](https://expedia.ca/Whitetail-Ski-Resort-Mercersburg.d6090519.Vacation-Attraction) - [Antietam National Battlefield ](https://expedia.ca/Antietam-National-Battlefield-Sharpsburg.d6091709.Vacation-Attraction) - [Carroll Creek Linear Park ](https://expedia.ca/Carroll-Creek-Linear-Park-Frederick.d553248621532662576.Vacation-Attraction) ![](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. 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