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://images.trvl-media.com/place/56114/00cd2069-de0c-470a-86cc-7eb498d4fe40.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown showing a small town or village and heritage elements](https://images.trvl-media.com/place/56114/21e5b5fa-b617-4e09-86c6-e02938cf9248.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring heritage architecture and an administrative building](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring street scenes, a small town or village and signage](https://images.trvl-media.com/place/56114/8b7a5dba-0844-4d79-9f9e-1d30dba27d9f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Shepherdstown featuring an administrative building and heritage architecture](https://images.trvl-media.com/place/56114/d253ea53-57ee-49b2-8f03-49e1739a865d.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/1000000/480000/474700/474628/35bb7cb1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn Shepherdstown 70 Maddex Square Dr Shepherdstown WV CA $107 CA $120 total Apr 2 - Apr 3 includes taxes & fees Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Shepherdstown Opera House are located ... [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=474628&PinnedHotelID=474628&HadPinnedHotel=true®ionId=56114) ![❤️ Secluded 1940s Romantic Tiny House on the River](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown WV CA $89 CA $182 total Mar 30 - Mar 31 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! (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.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=34821722&PinnedHotelID=34821722&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 Stay at this castle in Shepherdstown. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Killiansburg Cave and Cress Creek Country ... 10/10 Exceptional! (1 review) Beautiful area! Reviewed on Sep 1, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=116917357&PinnedHotelID=116917357&HadPinnedHotel=true®ionId=56114) [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=116917357&PinnedHotelID=116917357&HadPinnedHotel=true®ionId=56114) [See all 939 properties in Shepherdstown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=24%2F03%2F2026&endDate=25%2F03%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. ![❤️ 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 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! (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.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Exclusive Wooded Chalet w Magnificent River Views](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/6eec0007_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Exclusive Wooded Chalet w Magnificent River Views Shepherdstown WV Stay at this vacation home in Shepherdstown. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Killiansburg Cave and Antietam ... 10/10 Exceptional! (16 reviews) Host was very welcoming and responsive to our inquiries. House is beautiful and in a peaceful setting. The sunset was mesmerizing. The kitchen was well-appointed and had everything we needed. The entire house was very clean and organized.Cellular is very spotty in the area. However, the wi-fi was ... Reviewed on Feb 11, 2026 [](https://expedia.ca/Shepherdstown-Hotels-Exclusive-Wooded-Chalet-W-Magnificent-River-Views.h100931806.Hotel-Information) ![Quaint Mini Cottage in Shepherdstown - Walking Distance](https://images.trvl-media.com/lodging/114000000/113900000/113896000/113895918/de5adaec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quaint Mini Cottage in Shepherdstown - Walking Distance Shepherdstown WV Stay at this cottage in Shepherdstown. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Shepherdstown Opera House and Shepherdstown ... 9.2/10 Wonderful! (10 reviews) The host was a great communicator. The space was clean and well appointed and convenient to downtown. Reviewed on Feb 15, 2026 [](https://expedia.ca/Shepherdstown-Hotels-Quaint-Mini-Cottage-In-Shepherdstown-Walking-Distance.h113895918.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=2026-03-23&endDate=2026-03-24)[Mar 23 - Mar 24](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2026-03-23&endDate=2026-03-24) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2026-03-24&endDate=2026-03-25)[Mar 24 - Mar 25](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=2026-03-24&endDate=2026-03-25) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[Mar 27 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=56114&startDate=03%2F04%2F2026&endDate=05%2F04%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 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 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 Museum You can browse the exhibits at Shepherdstown Museum, a museum with a story of its own, during your trip to Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding. [](https://expedia.ca/Shepherdstown-Museum-Shepherdstown.d553248621532662479.Vacation-Attraction) #### Rumsey Steamboat Museum You can browse the exhibits at Rumsey Steamboat Museum, a museum with a storied past, during your trip to Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding. [](https://expedia.ca/Rumsey-Steamboat-Museum-Shepherdstown.d553248621561196356.Vacation-Attraction) ## Cities near Shepherdstown ![Wide Panorama Overlooking Harpers Ferry, West Virginia from Maryland Heights](https://images.trvl-media.com/place/7561/7ca7a0a8-6ecd-4686-942e-3dfed858544e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Harpers Ferry ![Martinsburg featuring street scenes](https://images.trvl-media.com/place/6057082/5c6756a0-6419-4ab3-b1f0-dda77e59af58.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) - [Antietam National Battlefield ](https://expedia.ca/Antietam-National-Battlefield-Sharpsburg.d6091709.Vacation-Attraction) - [Whitetail Ski Resort ](https://expedia.ca/Whitetail-Ski-Resort-Mercersburg.d6090519.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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