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Best of Shepherdstown

The oldest town in West Virginia, Shepherdstown celebrates its 250th birthday this year. Many of its pre-Revolutionary buildings house cool shops, bars, and restaurants.

July is a good time to visit Shepherdstown—that's when Shepherd University hosts the Contemporary American Theater Festival. Photograph by Erik Uecke.
  • Photograph by Jumping Rocks Photography.

    1 Romance and Comfort

    For fans of a warm B&B vibe, the former 1868 parsonage that’s now the Thomas Shepherd Inn (300 W. German St.; 304-876-3715) is the only game in town. Six second-floor bedrooms have luxe linens and are outfitted in antiques—but no TVs. Room 6 is known for marriage proposals—could it be the claw-foot tub? Full breakfasts might include blueberry-pecan French toast and potato strata. Always on the menu: Shepherd’s Kiss blend by local roaster Hypnocoffee and house-made spice biscotti.

  • 2 Get Lost in a Book

    With knowledgeable staff, shelf after shelf of new and used books, and a cozy, colorful children’s floor, Four Seasons Books (116 W. German St.; 304-876-3486) is everything a book-store should be. Offbeat finds at the family-owned store include Deer Hunting With Jesus and Mushrooms of West Virginia and the Central Appalachians.

  • 3 Tea Time

    Brass lanterns and fabric-draped ceilings create an exotic atmosphere at Shaharazade’s (141 W. German St.; 304-876-8100), a tearoom and Middle Eastern restaurant with delicious food, gentle service, and monthly Sunday poetry readings. Loose leaves, teapots, and cups are for sale.

  • Photograph by Erik Uecke.

    4 Dining À La Française

    When Deb Tucker opened Bistro 112 (112 W. German St.; 304-876-8477), she set out to do five things perfectly: steak au poivre, pommes frites, raspberry tart, espresso and—of course—French bread. Locals and visitors gather here as much for the food as for the fun, friendly atmosphere. Solo diners are embraced. Inside, the decor includes paper lanterns, glass masks, and a flirty mannequin in a 1920s Lanvin dress. In warm weather, the party moves outdoors under the stars, to a long communal table or intimate garden corner.

  • 5 Go Out and Play

    If the great outdoors beckons, head to Shepherdstown Pedal & Paddle (115 W. German St.; 304-876-3000), where you can rent a bike, kayak, or canoe. Group bike rides, led by owner Eddie Sampson, leave from the shop every Saturday and Sunday morning (between 6 and 7 am in summer). Shuttle service to various points along the Potomac River is available for those renting kayaks and canoes; prices vary. For details, visit

  • Photograph by Erik Uecke.

    6 Grab a Drink

    Once a makeshift Confederate hospital, the Mecklenburg Inn (128 E. German St.; 304-876-2126) was named to Esquire magazine’s 2011 list of the nation’s best bars. The former inn has ornate tin walls and ceilings, stained glass, and exposed brick. You can throw darts in the game room or grab a drink in the dimly lit bar, the atrium, or the back garden, which has a tree swing. At “the Meck,” live music might include Grateful Dead jams, bluegrass, or jazz.

  • 7 Crafted in America

    Almost everything at Dickinson & Wait Craft Gallery (121 E. German St.; 304-876-0657) is handmade in the US, and a quarter of the one-of-a-kind merchandise—a shabby-chic grandfather clock, a burled-wood bowl—is regional. One of Niche magazine’s top 100 craft retailers in the country, the store is open and airy, with artwork and photography gracing the walls. Contemporary jewelry, clothing, home accessories, and furniture might be made of new or recycled wood, glass, fiber, clay, or metal.

  • 8 Coffeehouse with Attitude

    Sixteen-year-old Lost Dog Coffee (134 E. German St.; 304-876-0871) has a lot of personality. Decorations include a ceramic Buddha and papier-mâché clown as well as rotating local art ranging from professional photography to designs painted on paper sheets ripped off a roll. There’s no set menu, but baristas can create everything from espressos to smoothies. There are also locally made muffins, cookies, and pies plus more than 110 varieties of tea.

  • 9 Shopping with a Conscience

    The chicness of Soho meets small-town sensibility at Blue River Clothing Company (123 E. German St.; 304-876-0506). Owners Eric White and Laura Carter take pride in their socially conscious, natural items. If suffering is involved in making something, they won’t sell it. Many of the clothing, shoes, furniture, and gifts are manufactured in small quantities and bought from cottage industries or solo artists or producers.

  • 10 Applause, Applause

    Despite a population of fewer than 2,000, Shepherdstown sustains a diverse arts community. July 6 through 29, Shepherd University (301 N. King St.; 800-999-2283) hosts the 22nd annual Contemporary American Theater Festival (, which features five new American plays, including one this year by Neil LaBute. Shows take place Wednesday through Sunday in three locations around campus, and scheduling is arranged so out-of-towners can watch all five plays in two days. For more on the festival, see Where & When, page 35.

  • Photograph by Erik Uecke.

    11 General Store Plus

    Brooms, baskets, birdhouses, hand-carved wooden trucks, Amish rocking chairs, jewelry, jeans—at O’Hurley’s General Store (205 E. Washington St.; 304-876-6907), you can find it all, much of it locally made. Long-weekenders can catch free Appalachian heritage music—a traditional style that features dulcimers and harps—on Thursday nights.

  • 12 Picnic with a View

    High on a bluff above the Potomac River, Rumsey Monument Park (end of Mill St.) is a great place to picnic. Stairs lead to a granite monument honoring 18th-century engineer James Rumsey. It overlooks the spot where he demonstrated the first working steamboat in 1787, 20 years before Robert Fulton’s more well-known achievements.

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  • mariella

    Grapes and Grains Gourmet is another treasure of the town. Fantastic, knowledgeable staff and a great wine selection make it a perfect stop to grab something unique (wine, craft beer, cheese, gourmet goods) for any occasion. Definitely worth a visit!

  • Excellent article and review of the town's assets. However, Romney is the oldest incorporated town in the state, signed into law a few hrs before STown.

  • ArmyofthePotomac

    Sorry Michelle, Shepherdstown requested to be incorporated 6 days before Romney. And if we look at who was settled first, Shepherdstown was settled years before Romney!

  • cbw1948

    Now and Then is also a cute new shop...went there last Saturday...went in Pedals and Paddles and told them..that is where my kitchen used to be, and right there is where I got engaged...they had never had anyone say that about the store before :)

    But, I sure wish they had an ordinance about dogs loose on the street, so I wouldn't have to watch where I walk...yuck!

  • Alivetoirene

    You have forgotten to mention one quaint shop - Plum. The owner and resident artist- Cari Aliveto Rosen- handcrafts unique silver jewelry and has a selection of many different baubles.

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