Things to Do in Shepherdstown, West Virginia

If you’re craving a scenic, artsy small-town escape with real Appalachian charm, I’ve got the perfect place—Shepherdstown, West Virginia. Perched on the banks of the Potomac River, this little town has completely won me over. I’ve strolled its colonial streets, browsed charming shops, watched cutting-edge theater, and even kayaked at sunrise. Whether you’re into history, hiking, or just need a quiet weekend with soul, Shepherdstown blends it all beautifully.

Shepherdstown, WV Highlights:

• Love the outdoors? I always recommend hiking or biking the C&O Canal Towpath. It runs right along the Potomac, and I’ve spotted herons, deer, and river views that stopped me in my tracks. It’s one of my go-to spots when I want a quiet, beautiful ride or hike.
• Into history? The Historic Shepherdstown Museum tells the story of the oldest town in West Virginia—and it’s a great way to ground yourself in the area’s Revolutionary War and Civil War roots. I’ve learned something new every time I’ve visited.
• Looking to shop? I’ve spent hours browsing the local boutiques and galleries downtown. From hand-thrown pottery to secondhand books and handmade jewelry, there’s always something unique that catches my eye—and you’ll love chatting with the shop owners too.
• Here for a romantic weekend? Time your visit during the Contemporary American Theater Festival in summer. I’ve seen some of the most powerful, thought-provoking performances here in an intimate setting that pulls you right in. It’s a special experience for couples or solo travelers who love the arts.
• Visiting with family? I suggest heading to Morgan’s Grove Park. I’ve brought a picnic, walked the trails, and watched kids play in wide-open fields. It’s quiet, clean, and perfect for unwinding between sightseeing stops.

Best Time to Visit Shepherdstown, WV

I personally love visiting from April through October. Spring brings blooming gardens and riverside trails, while summer comes alive with theater, outdoor dining, and paddling on the Potomac. But if you ask me, fall is absolutely stunning—crisp air, golden leaves, and just the right amount of small-town buzz. It’s one of those places where each season feels distinct and worth experiencing.

How to Get to Shepherdstown, WV

• By Car: I usually drive in from D.C.—it’s about 90 minutes, and the last stretch through WV Route 480 is especially scenic. You’re also within two hours of Baltimore and other Mid-Atlantic cities.
• By Train: You can take the MARC Train’s Brunswick Line to Harpers Ferry, just 15 minutes away. I’ve done this and caught a quick rideshare to Shepherdstown—it’s an easy and relaxed way to arrive.
• By Air: If you’re flying, Dulles International Airport (IAD) is your closest bet. I’ve rented a car there and reached Shepherdstown in just over an hour—great if you’re coming in from farther away.

Where to Stay in Shepherdstown, WV

• Bavarian Inn Resort & Brewing Company: I’ve stayed here and absolutely loved it—European vibes, riverside views, a cozy brewery, and elegant touches throughout. It’s great for couples, and the on-site dining is a treat.
• Thomas Shepherd Inn: For a more intimate experience, this historic B&B is my go-to. It’s in a restored 1860s home with charm in every detail, and it’s walkable to everything downtown. I always feel at home here.
• Quality Inn Shepherdstown: If you're looking for something budget-friendly and comfortable, I’ve recommended this spot to friends visiting Shepherd University. It’s clean, convenient, and a short drive (or walk) to town highlights.

Best Things to Do in Shepherdstown, WV