C&O Canal National Historical Park Trail Towns: Shepherdstown, WV
- Steve Nelson
- Sep 8
- 3 min read
Updated: Sep 24
One of the many reasons that make a visit to the C&O Canal National Historical Park memorable is the presence of several small towns nearby, collectively known as "Trail Towns." Whether you're interested in history, arts and culture, recreation, food, accommodations, or local events, these towns are definitely worth a visit!

One town I highly recommend, whether for a stop for dining or an overnight stay, is Shepherdstown, WV. Located in the lower Shenandoah Valley, it sits adjacent to and across the Potomac River, making it easily accessible from the C&O Canal's towpath. You can reach Shepherdstown by crossing the Route 34 (Shepherdstown Pike) bridge, which is just 0.8 miles away. The bridge can be accessed via a scenic bike and footpath that runs upriver and to the north. Once you're on the bridge, it's just a short walk or bike ride, approximately 0.2 miles, into Shepherdstown.
History
Shepherdstown, with its quaint charm and a year-round population of approximately 1,500 residents, is a town rich in history. Walking through the historic district feels like stepping back in time, with historical buildings dating back to the 1700s, including the building that houses the Shepherdstown Museum.
Founded in 1762, it lays claim to being one of the two oldest towns in West Virginia, with a long historical narrative and connections to the Revolutionary War. There are seventy-eight veterans of the fight for freedom buried in the area. James Rumsey conducted a successful test of his new invention, the steam engine. The C&O Canal reached Shepherdstown in the early 1830s, and the Shepherdstown River Lock was constructed, providing boats with direct access to the Potomac River and Shepherdstown from the Canal. Soldiers from Shephersdtown were sent to nearby Harper's Ferry to subdue John Brown's raid on the armory there. This group of soldiers later became part of the famous Stonewall Brigade. The Elmwood Cemetery, located in Shepherdstown, has the graves of 285 Confederate soldiers.
Arts and Culture
Shepherdstown boasts a vibrant cultural scene, featuring the Contemporary American Theater Festival each summer, which showcases new American plays. The historic Opera House offers a variety of events, including movies, shows, and concerts, throughout the year. The downtown area is also home to locally owned shops, art galleries, unique restaurants, and cozy cafés that serve a diverse range of cuisines. Notable local spots include O'Hurley's General Store, The Press Room, Blue Moon Café, and German Street Coffee-Candlery.
Recreation
The C&O Canal National Historic Park at Shepherdstown offers excellent opportunities for historical interpretation of early transportation, hiking, biking, and birdwatching. Kayaking, canoeing, and fishing on the Potomac are popular pastimes, and the nearby trails connect to a broader network of scenic places to explore. The Potomac Valley Audubon Society offers birding workshops and guided trips for nature lovers.
Visitor Tips and Experiences
Visitors are encouraged to begin their journey at the Shepherdstown Visitors Center, where they can find maps, brochures, and information about guided walking tours that enhance their experience. Seasonal events, ghost tours, and local festivals add to the excitement. Whether exploring the historic streets, enjoying views of the river, or savoring local cuisine, Shepherdstown promises a warm and memorable experience for visitors of all ages.
Accommodations and food
Shepherdstown offers several accommodations within easy cycling distance, including the Bavarian Inn Resort and various bed and breakfasts (B&Bs). I can personally recommend the Quality Inn in Shepherdstown, where I stayed during one of my C&O Canal through-cycling trips. The hotel is affordable, "bike-friendly," clean, and just over a mile from the Canal entrance into Shepherdstown. It is situated next to several fast-food style restaurants and is just a 10-minute walk from the historic downtown district. Notable local spots include The Press Room, Blue Moon Café, and Bistro 12, among others.
For more information about Shepherdstown events, dining, and accommodations, Shepherdstown Welcome Center
For more information about the C&O Canal National Historical Park; https://www.nps.gov/choh/index.htm

Photo source Wilipeida, Acroterion
About Steve:
Having recently sold his publishing business, Steve now has more time to devote
to his family and outdoor recreational pursuits, including fly fishing, skiing, and cycling. He is a C&O Canal Bike Patrol member, a member of the C&O Canal Association, Mountain Maryland Trails board of directors, and serves as a Commissioner on the C&O Canal National Historical Park Federal Advisory Commission.
Contact Steve: tristatetownplanner@gmail.com































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