Shepherdstown

Welcome to Shepherdstown

Charming, cultured, and full of character, Shepherdstown is a small town with a big personality.

Located along the Potomac River in Jefferson County, Shepherdstown is the oldest town in West Virginia and home to just over 1,800 residents. Despite its small size, this historic riverside town buzzes with energy thanks to its artistic spirit, walkable downtown, and the presence of Shepherd University. It’s a place where 18th-century history meets 21st-century creativity.

Residents enjoy a close-knit community, thriving local businesses, outdoor access, and an eclectic mix of people who value the arts, education, and a slower pace of life.

What to Love

• Historic downtown with preserved Federal-style architecture
  
  

• Creative and academic energy fueled by Shepherd University
  
  

• Walkable streets lined with shops, cafés, and bookstores
  
  

• Riverfront beauty and nearby outdoor adventures

People & Lifestyle

Shepherdstown attracts students, professors, artists, retirees, and D.C. commuters who crave a peaceful yet intellectually stimulating environment. 

Dining, Entertainment & Shopping

For a small town, Shepherdstown’s food scene is vibrant and varied. Local favorites include The Press Room for fine dining, Blue Moon Café for casual bites in a garden setting, and Maria’s Taqueria for laid-back, flavorful eats. Coffee shops like Lost Dog Coffee double as cultural landmarks, while Shepherdstown Sweet Shop Bakery is a go-to for homemade pastries.

The downtown district is packed with independent boutiques, antique shops, record stores, and bookstores, including the beloved Four Seasons Books. The Contemporary American Theater Festival (held annually at Shepherd University) draws national attention and adds to the town’s reputation as a creative and cultural hotspot.

Things to Do

In Shepherdstown, you can start your morning with a riverside walk along the C&O Canal Towpath or kayak on the Potomac River, then spend the afternoon browsing shops or taking in a local art exhibit. The town regularly hosts literary events, farmers markets, and film screenings, and its proximity to Antietam National Battlefield, Harpers Ferry, and scenic state parks makes it a base for exploration. Seasonal festivals like the Shepherdstown Street Fest, DogFest, and Christmas in Shepherdstown bring the whole town together and welcome visitors from across the region.

Schools

Shepherdstown is served by the Jefferson County School District. Local public schools include:

• Shepherdstown Elementary School K–5
  
  

• Shepherdstown Middle School 6–8
  
  

• Jefferson High School (in nearby Shenandoah Junction) 9–12
  
  

In addition, Shepherd University, a respected public liberal arts college, adds educational and cultural depth to the town. Private and early childhood education options are also available nearby.