Welcome to Shepherdstown – a true blend of amazing history and modern wonders. Visit us soon, and discover for yourself why we were voted one of the Coolest Small Towns.

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Sign up to receive our newsletter so you can keep up with all the exciting events in Shepherdstown, West Virginia. Only 90 minutes from both the Washington, D.C. and Baltimore metropolitan areas, you’ll find the perfect place to stay, eat and shop while you enjoy our live music, theater and cultural offerings in our close-to-nature setting.

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ANNUAL FESTIVALS & EVENTS

American Conservation Film Festival

March 7-10, 2024

The American Conservation Film Festival screens diverse conservation films, including indie, student, historic, public, and Appalachian works. It offers education and supports conservation filmmaking.

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Shepherdstown StreetFest

Sat. June 29th 2024

Since 2005, StreetFest has been a top arts & crafts festival. Enjoy live music, kids’ activities, rain or shine. Free admission. Join us in Shepherdstown!

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Contemporary American Theater Festival

July 2024

Discover cutting-edge theater in Shepherdstown at the Contemporary American Theater Festival. Since 1991, they’ve premiered 144 plays, some heading to Broadway and film.

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Mountain Heritage Arts & Crafts Festival

September 27, 28, 29, 2024

Discover 180 artisans at Mountain Heritage Arts & Crafts Festival. Enjoy live bluegrass, local wines, and food at Jefferson County Fairgrounds.

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Shepherdstown DogFest

TBD

Don’t miss Shepherdstown DogFest 2024! Vendors, demos, food trucks, beer/wine, live music, rescues, games, and kids’ area. Bring your dog! All welcome.

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CELEBRATE THE HOLIDAYS IN SHEPHERDSTOWN

Independence Day Parade & Community Picnic

July 4th 2024

Shepherdstown, WV, hosts its annual 4th of July parade and picnic. Parade starts at 11 am on German Street. Picnic at Morgan’s Grove Park at noon. Free admission. Organized by Rotary Club for a family-friendly celebration.

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Freedom’s Run Race Series

October 12, 2024

Join Freedom’s Run on October 12, 2024! Marathon, half marathon, 10K, 5K & kids run. Scenic routes through historic sites, finishing in Shepherdstown.

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BooFest!

October 31st 2024

Experience Halloween in Shepherdstown, WV, one of America’s most haunted small towns. Don’t miss out on the spooky festivities!

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Christmas in Shepherdstown

Late November – December 2024

Celebrate Christmas in Shepherdstown with joyous festivities: Bonfire, tree lighting, Santa visits, and more. Support local businesses on Small Business Saturday! 🎄🎅

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Spend the day in Shepherdstown

Check out the upcoming events for the week: