West Virginia is home to some of the coolest small towns in America. There’s so much to see and do all over the state. There’s one little small town in the Eastern Panhandle that packs a lot of activities into one place: Shepherdstown, WV. Looking for things to do in Shepherdstown, West Virginia? Let’s start with all the great places to eat.

Enjoy fine dining at The Press Room.
29 W German St, Shepherdstown, WV 25443
Yelp/Jodi E.
Owner and chef Mike Luksa has been creating delicious meals since 1978, and the Press Room has been a part of town since 2006. Find this delicious West Virginia restaurant at 29 W German St, Shepherdstown, WV, 25443.
You can have coffee and a sandwich at the Blue Moon Cafe.
Blue Moon Cafe, 200 E High St, Shepherdstown, WV 25443, USA
Yelp/R Q.
There's a lovely outdoor seating area with a spring-fed creek running right through it.
Have a donut or another sweet treat at Shepherdstown Sweet Shop Bakery.
Shepherdstown Sweet Shop Bakery, 100 W German St, Shepherdstown, WV 25443, USA
Facebook/ Shepherdstown Sweet Shop Bakery
They specialize in Old World-style whole grain breads, pastries, and cakes, and bake a nationally famous Holiday Stollen.
Try some German-style cuisine at the Bavarian Inn.
Bavarian Inn, 163 Shepherd Grade Rd, Shepherdstown, WV 25443, USA
Bavarian Inn, Shepherdstown WV/Facebook
If you stay at the inn, you can also enjoy the infinity pool.
Bavarian Inn
You can swim right up to the edge to look out over the Potomac River.
If you'd like to get in the river, try a kayak or canoe rental from Shepherdstown Pedal & Paddle.
Shepherdstown Pedal & Paddle, 115 W German St, Shepherdstown, WV 25443, USA
Shepherdstown Pedal & Paddle/Facebook
As the name suggests, they also rent bikes to explore the area.

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Shepherd University is an important part of the town.
Shepherd University, 301 N King St, Shepherdstown, WV 25443, USA
Shepherd University
The university often hosts activities that engage the community, like speakers, concerts, and performances.
Learn about the area's history at the Historic Shepherdstown Museum.
Historic Shepherdstown Commission & Museum, 129 E German St, Shepherdstown, WV 25443, USA
Historic Shepherdstown and Museum
It's located in the Entler Hotel, which is rumored to be haunted.
Behind the hotel is a smaller museum dedicated to James Rumsey, who built one of the earliest steamboats.
James Rumsey.org
He first launched the steamboat in Shepherdstown on the Potomac. A working model of his steamboat is housed in the building.
Catch a concert or a film at the Shepherdstown Opera House.
Shepherdstown Opera House, 131 W German St, Shepherdstown, WV 25443, USA
Opera House Live/Facebook
It was built in 1910, and still retains a classic charm.
Check out (pun intended!) Four Seasons Books.
Four Seasons Books, 116 W German St, Shepherdstown, WV 25443, USA
Four Seasons Books
This family owned and operated bookstore has been serving Shepherdstown since 1991.
You can stop in the Shepherdstown Welcome Center to find out even more things to do in town.
Shepherdstown Welcome Center, 102 S King St, Shepherdstown, WV 25443, USA
TripAdvisor/The_Concierge_8
The address is 136 E German Shepherdstown, WV, 25443.

For another charming small town in West Virginia, take a look at all the things you can do in Lewisburg.

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More to Explore

Small Town Day Trips in West Virginia

Sarah M. | March 19, 2023

What are some other small town day trips in West Virginia?

If exploring all the fun things to do in Shepherdstown, West Virginia, made you excited to visit all the charming small towns in WV, check out these charming little locales:

  • Harpers Ferry. The site of John Brown's Raid, a key event in the prelude to the Civil War, Harpers Ferry is home to a historic district with 100 buildings dating back to the late 19th and early 20th centuries. When you're finished your historical tour of Harpers Ferry, it's time to revel in the town's abundant outdoor attractions. The options here are endless: go hiking, fishing, or whitewater rafting at the 3,660-acre Harpers Ferry National Park, located in the Blue Ridge of the sprawling Appalachian Mountains. Regardless of how you choose to experience Harpers Ferry, this unassuming West Virginia town will undoubtedly leave a lasting impression.
  • Point Pleasant. It's always a delight to swing through Point Pleasant on a day trip in West Virginia. Grab a picture with the Mothman statue. Stroll along the Ohio Riverwalk. Grab a bite to eat.
  • Pineville. Into outdoor recreation? Enjoy kayaking, rock formations, hiking, ATV riding, shopping, and more in lovely Pineville, West Virginia!
  • Buckhannon. The charming small town of Buckhannon, West Virginia, boasts one of the best main street shopping districts in the whole state. Boutique shops, produce markets, and so much more!
  • Williamson. A historic treasure trove, in Williamson you'll see one of the nation's rare buildings made completely of coal. Another fun thing to do in Williamson, West Virginia, is taking a ride the Hatfield-McCoy trail. Want to make your day trip an overnight getaway? Book a stay at the Mountaineer Hotel.

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Shepherdstown, WV, USA