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Trip List by Lauren D

A weekend in Shepherdstown

28 Oct 2006  Business owner and resident of Shepherdstown - these are my favorite places and things to do.
4.0 of 5 stars based on 5 votes

Shepherdstown has a vibrant downtown and plenty of activities to keep you amused for a weekend. Theater festivals, dance festivals, juried arts & crafts fairs, and music festivals liven up the weekends throughout the year.

  • Explore locations featured in this Trip List: Shepherdstown
  • Category: Perfect weekend
  • Traveler type: Culture, Sightseeing, Shopping, Active/Outdoors, Never been before, Theater
  • Appeals to: Couples/romantics, Honeymooners, Singles, Active/adventure, Tourists
  • Seasons: Winter, Spring, Summer, Fall
  • 1. Antietam Battlefield

    Antietam Battlefield is less than 5 minutes away on the Maryland side of the Potomac. Still mostly in its original state, there is a visitors center and a self-guided tour of the now-peaceful battlefield. Once a year the Park Service places luminaries for each casualty of the battle (23,000).

  • 2. The Press Room restaurant

    The Press Room is the newest restaurant in Shepherdstown, opened by Mike Luksa, formerly of the Yellow Brick Bank. The prices are mid-range and the food is Northern Italian with an emphasis on seasonal flavors and fish. It's popularity with locals means reservations are recommened - phone 304-876-8777.

  • 3. Movie Night at the Opera House

    See a great independent movie while indulging in popcorn with real butter and a wine or beer to quench your thirst. Make sure to get there early to grab one of the extra pillows for the seats, or bring your own - these are no cushy stadium seats.

  • 4. Thomas Shepherd Inn
    Thomas Shepherd Inn, Shepherdstown, West Virginia

    A six-room bed and breakfast at one end of the town's main drag, on the corner of Duke and German Streets. You can park your car for the weekend and walk to most of the activities on this list. All the rooms have private baths and a full homemade breakfast is included in the room rate.

  • 5. C&O Canal Path

    A quiet footpath on the Maryland side of the Potomac River for hiking or bicycling. The new bridge has added a pedestrian access from the canal path to the Rumsey Bridge into Shepherdstown making the river crossing a safer and more pleasant experience.

  • 6. Shaharazade's Exotic Tea Room

    Lunch or a delicious pot of tea and treats await at this middle-Eastern style restaurant on the corner of German and Church streets. You can also fuel up with coffee at the Lost Dog on the other end of the street.

  • 7. Harpers Ferry

    Harpers Ferry, WV, is about 10 miles away and is a mostly preserved historic town where abolitionist John Brown raided the federal armory in 1859. Check out the well-known ghost tour on weekends. There is great hiking and natural scenery around the town. Several outfitters in town provide whitewater and river rafting, tubing, and bicycling on and around the Potomac and Shenandoah Rivers.

  • 8. Shopping on German Street

    The buildings in the town are historic but the shopping is modern-day. Artisan craft galleries, clothes, shoes, furniture and more are packed into the few blocks of German Street and Princess Street that make up the downtown area.

  • 9. Stone Soup Bistro

    A wonderful restaurant open for lunch and dinner at 112 West German Street. Although not a vegetarian-only bistro, the vegetarian and vegan selections are delicious. Specialty margaritas and martinis available, also. Reservations are recommended for evening meals.

  • 10. Historic Shepherdstown Museum

    Open April to October on Saturdays and Sundays, the little museum on the corner of German and Princess Streets offers a glimpse of Shepherdstown's past with artifacts and exhibits, including a half-scale replica of the first steamboat, sailed by James Rumsey on the nearby Potomac River.

  • 11. The Mecklenburg Inn

    Our hometown pub with live music on most Saturday nights. In warm weather enjoy your beverage of choice in the garden in the back.

  • 12. Farmer's Market

    Sundays from April to December, local farmers bring produce, meat, flowers and baked goods to King Street just behind the library from 9:00 a.m. to 1:00 p.m. This is a delicious way to support your local farmers.