What to do and see in Shepherdstown, West Virginia (WV): The Best Things to do

March 6, 2022 Matilde Konrad

Shepherdstown is a town in Jefferson County, West Virginia, in the United States, located in the lower Shenandoah Valley along the Potomac River. Home to Shepherd University, the town's population was 1,734 at the 2010 census.
Restaurants in Shepherdstown

1. Shepherdstown Pedal & Paddle

115 West German Street, Shepherdstown, WV 25443 +1 304-876-3000 [email protected] http://www.thepedalpaddle.com/
Excellent
89%
Good
11%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 28 reviews

Shepherdstown Pedal & Paddle

Shepherdstown Pedal& Paddle is a full service Bicycle,canoe and Kayak shop .We offer sales ,service and rentals.Pedal & paddle also offers shuttle service for the C&O canal and Antietam Battlefield. visit

Reviewed By DillonM1905 - Eldersburg, United States

We rented a couple of comfy trail bikes from P&P and had a great time biking up and back on the canal towpath. There was a bit of mud in places but not too bad. Fat tires were not a must today. P&P staff were helpful and fast with service and getting us on the road. A great town and location for a ride.

2. Shepherdstown Ghost Tours

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1 reviews

Shepherdstown Ghost Tours

The original candlelit walking tour of historic and haunted Shepherdstown, WV. History of the town, college and Civil War and true ghost stories.

121 E. German St., Shepherdstown, WV 25443 +1 304-876-0657 https://www.facebook.com/pages/Dickinson-Wait-Craft-Gallery/287345965588
Excellent
85%
Good
15%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 20 reviews

Dickinson & Wait Craft Gallery

Reviewed By 992maureenr

Stopped in Shepherdstown after completing the Junior Ranger badge at Antietam. Enjoyed a delicious lunch at a local cafe then drove to check out the Main Street. We stopped here and were very pleasantly surprised by the variety and quality of local and American made art and gifts! Brenda was super helpful, too! Will definitely return next time we are in the area.

4. Contemporary American Theater Festival

92 W Campus Dr, Shepherdstown, WV 25443-8021 +1 800-999-2283 [email protected] http://www.catf.org
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 3 reviews

Contemporary American Theater Festival

Reviewed By 39petery - Pensacola, United States

This amazing gem happens during 3 weeks each July in Shepherdstown, WV. 6 plays are presented in repertory in 3 theater spaces, two of which are purpose-built arena spaces, allowing one to see all plays in a 3 day visit. There are also discussions, talks, and often the reading of a new work being developed for the next season. 2020 will be the Festival's 30th season. This is fully professional theatre of high quality that is intensely engaging. The founding Artistic Director, Ed Herenden, is dedicated to developing new works of American Theater. This mission is even reflected in the Festival's name, as it uses the American spelling of the word "theater" as opposed to the usual French spelling "theatre". Shepherdstown itself is a very attractive and charming old town on the banks of the Potomac. It has kept its charm by preserving and continuing to use its older buildings, and its restaurants range from fine dining to a casual diner. All are excellent--at least I haven't found one I didn't like in the 3 years I've been attending the Festival.

5. Shepherd University

301 N King St., Shepherdstown, WV 25443 +1 304-876-5000 http://www.shepherd.edu/
Excellent
63%
Good
26%
Satisfactory
11%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 38 reviews

Shepherd University

Reviewed By TeresainWV - Shepherdstown, United States

Shepherd University is in the heart of a little old town called Shepherdstown, WV. this little town has many quaint little mom and pop businesses and shops. The town is full of culture and diversity.

6. Shepherdstown Museum

Princess and East German Streets, Shepherdstown, WV 25443 +1 304-876-0910 http://historicshepherdstown.com
Excellent
74%
Good
17%
Satisfactory
9%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 23 reviews

Shepherdstown Museum

Located in the Entler Hotel, this museum chronicles the history of Jefferson County through artifacts, furnishings and documents of significant interest.

7. Shepherdstown Opera House

131 West German Street, Shepherdstown, WV 25443 +1 304-876-3704 http://www.operahouselive.com
Excellent
65%
Good
26%
Satisfactory
4%
Poor
4%
Terrible
1%
Overall Ratings

4.5 based on 23 reviews

Shepherdstown Opera House

8. Mecklenburg Inn

128 East German Street, Shepherdstown, WV 25443 +1 304-876-2126
Excellent
70%
Good
15%
Satisfactory
5%
Poor
0%
Terrible
10%
Overall Ratings

4.5 based on 20 reviews

Mecklenburg Inn

Reviewed By cekfinland - Washington DC, United States

Locals only type bar. Perfect bar in the oldest town in WV. Expansive outdoor areas in the middle of town. Would highly recommend for a drink or 4.

9. Shepherdstown Visitors Center

201 S Princess St, Shepherdstown, WV 25443-1232 +1 304-876-2786 [email protected] http://www.shepherdstownvisitorscenter.com
Excellent
63%
Good
35%
Satisfactory
2%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 57 reviews

Shepherdstown Visitors Center

If you are visiting Shepherdstown, start your visit here. Our volunteers can guide you to the attractions, events, lodging, and restaurants that best suit your interests and budget so that you get the most out of your time with us. Come on in and say hello, and let us surprise you.

Reviewed By 866TaylorB - Chicago, United States

Over the years, while traveling from coast to coast, my wife and I have made a habit of stopping at the local visitors center before beginning our tour of a town or historical site or national park or attraction. It's a good opportunity to be brought up-to-date on what's happening and you can obtain brochures and information on places to eat, stay and shop. The Shepherdstown Visitors Center in Shepherdstown, West Virginia, is worth a stop. Located at 201 South Princess Street, it is open from 10 to 4 daily. Billed as "One of America's Coolest Small Towns," Shepherdstown has a population of 1,802 and is the oldest town in West Virginia, having been established in 1762. It also is billed as "The Most Haunted Town in America." Judge for yourself. Lots of history here. The town is close to Antietam National Battlefield and Harpers Ferry, West Virginia. It is home to Shepherd University. At the visitors center, learn about places to stay (Bavarian Inn, Thomas Shepherd Inn, Quality Inn, Clarion Hotel and Conference Center, Sundogs B&B), places to eat (Bavarian Inn, Green Pineapple, Blue Moon Cafe, Bistro 112, Press Room, Betty's Restaurant, China Kitchen, A-Wok, Mecklenburg Inn, Devonshire Arms Cafe & Pub, Dairy Queen, Tony's Pizza, King's New York Pizza, Rumsey Tavern) and where to shop (133 Vintage, Ricco Gallery, Christian Caine, Bridge Gallery, O'Hurley's General Store, Four Season Books). And learn about the sites for live music, theater and cultural offerings.

10. C&O Canal Towpath

Shepherdstown, WV
Excellent
67%
Good
33%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 6 reviews

C&O Canal Towpath

Reviewed By 910kerryb

Great way to spend the day. Well marked and maintained , very picturesque. Biking, hiking, strolling all great options.

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