25 Best & Fun Things To Do In Shepherdstown (WV)

Shepherdstown is a small, picturesque town located along the Potomac River in West Virginia. With a population of around 1,700, it is the oldest town in the state and is known for its historic charm. Shepherdstown boasts cobblestone streets, unique boutiques, and quaint cafes.

The town is home to Shepherd University, which brings a lively atmosphere with cultural events and activities. Shepherdstown offers a blend of history, culture, and natural beauty, making it a perfect place to visit or relax.

Looking for what to do here? Check out the best and fun things to do when you visit.

Things To Do In Shepherdstown, WV

1. Explore the Historic Shepherdstown Town Center

Historic Shepherdstown Town Center
Credits: Acroterion [CC BY-SA 4.0], Wikimedia Commons
Historic Shepherdstown Town Center
Shepherdstown’s historic town center is a delightful place to explore. With charming boutiques, art galleries, and local eateries, you will find a variety of things to enjoy. The cobblestone streets transport you to a different era. It’s perfect for a leisurely stroll while taking pictures of the unique architecture.

Don’t miss the amazing historic buildings like the old Market House. Many shops offer handcrafted items unique to Shepherdstown. Stop by the local art stores for a piece of local creativity. The community is proud of its heritage, and you can feel it while wandering through the town.

There are plenty of cozy spots to sit and enjoy a cup of coffee or tea. After exploring, consider dining at a local restaurant for authentic cuisine. It’s the heart of the town, showcasing its rich history and vibrant community.

The town center often hosts events and festivals, so check the local calendar. Whether it’s an art fair or a holiday celebration, there’s always something happening. Come experience the charm and warmth of Shepherdstown.

The historic town center is not just a shopping area; it’s a cultural experience.

Address: 100 W German St, Shepherdstown, WV 25443.

Also Check Out Things To Do in Fayetteville and  Things To Do in Clarksburg

2. Visit the Shepherd University for Art Events and Performances

Shepherd University is a cultural hub in Shepherdstown. Known for its vibrant arts scene, the university hosts various events throughout the year. From art exhibits to musical performances, there is always something to see. The Frank Center is the focal point for many of these performances.

Whether you are interested in theater, music, or visual arts, you’ll find high-quality shows to attend. Check the university’s calendar for upcoming events. Many are open to the public and suitable for all ages. The energy on campus during these events is contagious.

Aside from performances, the university often exhibits student and faculty artworks. This provides the community with a glimpse into the talents nurtured at Shepherd University. Enjoy exploring the campus itself, admiring the historic buildings.

Before or after events, consider dining at nearby cafes popular among students. It’s the perfect way to blend culture and community in your visit. Engaging in these events allows you to connect deeply with Shepherdstown’s artistic spirit.

Address: 301 N King St, Shepherdstown, WV 25443.

3. Walk Along the C&O Canal Towpath

The C&O Canal Towpath offers scenic views and a wonderful walking experience. Stretching for miles along the Potomac River, it invites outdoor enthusiasts year-round. The path is ideal for walking, running, or biking amidst nature.

As you walk, take in the tranquil beauty of the river. You’ll find a variety of wildlife and native plants along the trail. Bring your camera for picturesque shots. There are plenty of benches for resting and enjoying the peaceful surroundings.

The area is also rich in history, with old locks and remnants of the canal system nearby. Interpretive signs provide insights into the canal’s historical significance. An outing here promises a blend of recreation and education.

Make sure to pack a snack or picnic lunch to enjoy riverside. The sound of the water flowing adds to the relaxation. Whether it’s a solo walk or a family outing, the C&O Canal Towpath creates memorable moments.

Address: C&O Canal Towpath, Shepherdstown, WV 25443.

4. Check Out the Shepherdstown Museum

The Shepherdstown Museum is a hidden gem showcasing the local history. Housed in a restored 19th-century building, it tells the story of Shepherdstown’s past. Exhibits range from artifacts to photographs, providing rich insights into the community’s heritage.

Visitors can explore a diverse range of topics, including the Civil War’s impact on the area. Heartfelt personal stories create a connection with history. The museum staff are friendly and eager to share knowledge about each exhibit.

Additionally, the museum hosts special events and educational programs throughout the year. These are great opportunities for children and adults alike to engage with local history. The combination of artifacts and community involvement makes this museum special.

Don’t forget to grab a brochure on local historic walks for a more immersive experience. The museum helps you understand and appreciate the town you’re visiting.

Address: 129 E German St, Shepherdstown, WV 25443.

5. Enjoy a Meal at the Blue Moon Cafe

The Blue Moon Cafe is a beloved local eatery famed for its cozy atmosphere and delicious food. This cafe is perfect for breakfast, lunch, or dinner. The menu features a range of options, including hearty breakfast dishes and fresh salads.

Locals love the cafe’s specialty items, including homemade pastries and specialty coffee. The vibe is friendly and welcoming, making it an excellent place to relax. This cafe emphasizes fresh ingredients from local farms.

Consider sitting on the outdoor patio during warmer months. The serene surroundings make it the perfect spot for quiet meals. The cafe often hosts local art displays, adding to the vibrant atmosphere.

Visitors often rave about the unique daily specials, so ask about them! Enjoying a meal here means indulgence in both flavor and warmth.

Address: 200 E Washington St, Shepherdstown, WV 25443.

6. Attend the Annual Shepherdstown Music and Arts Festival

The Shepherdstown Music and Arts Festival is a highlight of the community calendar. Held annually, it features a variety of musicians and artists from different genres. This festival invites both local talents and national acts to perform.

The festival takes place in downtown Shepherdstown, with venues both indoors and outdoors. The energetic atmosphere creates a festive spirit that is contagious. Visitors can enjoy live music, art displays, and food vendors.

In addition to music and art, there are workshops and family-friendly activities. Kids can enjoy crafts and games while parents soak in the tunes. It’s an excellent opportunity to meet local artists and musicians.

Be sure to check the festival schedule for specific performances you don’t want to miss. Overall, the event highlights the talented community of Shepherdstown.

Address: Shepherdstown Town Center, Shepherdstown, WV 25443.

7. Browse the Local Shops on German Street

German Street is home to unique local shops that reflect Shepherdstown’s charm. From boutiques to specialty stores, there’s plenty to explore. Each store offers distinctive products, from handcrafted items to unique gifts.

Take time to wander and interact with shop owners. They are often passionate about their products and can provide personal recommendations. This personalized touch enhances your shopping experience.

Consider visiting a local bookstore nestled among the shops. It’s an excellent spot to find literary treasures and local authors’ works. Enjoying the ambiance while browsing adds to the overall adventure.

Feel free to sip on coffee or tea from a nearby cafe as you explore. This allows you to relax while soaking in the local atmosphere. Overall, German Street is a perfect reminder of the community spirit found in Shepherdstown.

Address: German St, Shepherdstown, WV 25443.

8. Discover the History at the MacGruder House

The MacGruder House is a historic site worth visiting in Shepherdstown. Built in the late 18th century, this dwelling reflects the architectural style of its time. Visitors can learn about the history of the house and its former residents through guided tours.

The site is a tangible connection to the past, showcasing period furnishings and decor. Each room is meticulously preserved, providing a glimpse into 18th-century life. Knowledgeable guides make the tour engaging and informative.

The house offers various programs and events throughout the year. This includes historical reenactments, artisan workshops, and themed tours. It’s an excellent way for families to engage with history interactively.

The surrounding gardens also add to the charm, making it a serene spot to relax after your tour. Visiting the MacGruder House enhances your understanding of Shepherdstown’s heritage.

Address: 221 W German St, Shepherdstown, WV 25443.

9. Take a Guided Tour of the Historic District

A guided tour of Shepherdstown’s historic district is an enriching experience. Knowledgeable guides offer insights into the town’s fascinating past. Walking through the area, you’ll see well-preserved buildings that showcase the charm of the 18th and 19th centuries.

Each tour often highlights notable landmarks and homes, sharing stories of past residents. You’ll gain insights into the influence of the Civil War and other historical events in the area. It’s a unique perspective that brings history to life.

Participants often rave about the personal anecdotes shared by guides. This connection to the stories behind the buildings adds depth to your experience. The tours typically last about an hour, making it easy to fit into your day.

Address: Shepherdstown Historic District, Shepherdstown, WV 25443.

10. Enjoy the Scenery at the Rivers Edge Park

Rivers Edge Park is an excellent spot for outdoor enthusiasts. Located along the Potomac River, this park provides stunning views and ample recreational opportunities. Take a leisurely stroll along the walking trails and admire the natural beauty surrounding you.

The park is equipped with picnic areas, making it ideal for family outings. Bring your cooler and enjoy a relaxing day surrounded by nature. The scenery changes with the seasons, ensuring a unique experience every visit.

Fishing is popular here, as the river is teeming with fish. You’ll find locals casting their lines, hoping for the catch of the day. The tranquility of the water adds to the peaceful ambiance of the park.

In addition to relaxation, the park often hosts community events and activities. You can engage in seasonal festivities, adding joy to your visit. Rivers Edge Park is a serene escape while enjoying the outdoors.

Address: 35 E 3rd Ave, Shepherdstown, WV 25443.

11. Try Kayaking or Canoeing on the Potomac River

The Potomac River offers exciting opportunities for kayaking and canoeing. Rent a kayak or canoe locally and set out on an adventure. Exploring the river allows you to appreciate the landscape from a different perspective.

The calm waters provide a serene experience, perfect for beginners and experienced paddlers. There are several launch points, so you can choose where to begin your journey. Keep an eye out for wildlife along the banks, including birds and small mammals.

Consider joining a guided tour if you want to learn more about the river’s ecology and history. Expert guides offer insights that enhance your experience. It’s a fun and educational way to engage with nature.

Bring some snacks and enjoy a riverside picnic after your paddle. No trip to Shepherdstown is complete without experiencing the Potomac River’s beauty. Kayaking or canoeing creates unforgettable memories!

Address: Potomac River, Shepherdstown, WV 25443.

12. Experience the Local Flavors at the Shepherdstown Farmers Market

The Shepherdstown Farmers Market is a vibrant spot to experience local flavors. Held weekly, this market showcases fresh produce, baked goods, and handmade crafts. Strolling through the vendor stalls is a feast for the senses.

Locals gather to shop, chat, and enjoy the lively atmosphere. You’ll find seasonal fruits and vegetables, floral arrangements, and artisan products. Sampling local goods is highly encouraged, so don’t hesitate to ask vendors for tastes!

Many vendors focus on sustainable practices, emphasizing locally sourced ingredients. This makes shopping here a fantastic way to support the local economy. Bring home delicious items for a farm-fresh meal.

The market often features live music, contributing to the lively ambiance. Enjoying a morning at the Farmers Market is an experience that captures the essence of Shepherdstown. It’s all about community and delicious local produce!

Address: 100 N Church St, Shepherdstown, WV 25443.

13. Visit the St. Peter’s Lutheran Church

St. Peter’s Lutheran Church is a beautiful historic church in Shepherdstown. With its striking architecture and serene atmosphere, it’s a peaceful spot for visitors. The church dates back to the 18th century, proudly representing the town’s enduring history.

Visitors are welcome to explore the church and its grounds. The interior is gorgeous, with stained glass windows casting colorful light. It’s a calming space that encourages reflection and prayer.

St. Peter’s often hosts community events and services. Participating in a service or attending a special event offers a glimpse into the active community life here. Engaging in community worship can be a fulfilling experience.

Photography enthusiasts will appreciate the picturesque aesthetics of the building. The surrounding gardens also offer lovely views, making it a perfect backdrop for photos. St. Peter’s Lutheran Church embodies the spirit of Shepherdstown.

Address: 120 E German St, Shepherdstown, WV 25443.

14. Attend a Performance at the Contemporary American Theater Festival

The Contemporary American Theater Festival is a standout cultural event in Shepherdstown. Each summer, this festival showcases new plays written by American playwrights. It’s a unique chance to experience fresh narratives and innovative performances.

The festival places a strong emphasis on new works, presenting plays that are often receiving their world premiere. Audiences enjoy the comfort of the festival’s venues, which aim to enhance the theatrical experience.

Each performance provides an opportunity to engage with thought-provoking themes. You’ll often witness performances that inspire conversation and reflection. Post-show discussions allow for interaction with cast and crew, enriching the experience further.

Be sure to plan and purchase tickets ahead, as performances can sell out quickly. The festival fosters a sense of community and excitement among theater lovers. If you’re a fan of the arts, this festival is certainly not to be missed.

Address: 301 N King St, Shepherdstown, WV 25443.

15. Explore the Nearby Antietam National Battlefield

Antietam National Battlefield, located just a short drive from Shepherdstown, is a site of immense historical significance. This battlefield witnessed one of the bloodiest days in American history during the Civil War. Visiting this site allows you to connect with the past and learn about the events that took place here.

Interpretive trails and markers guide you through key areas of the battlefield. The visitor center provides films, exhibits, and ranger-led programs that enhance your understanding of the Civil War’s impact. The well-preserved terrain offers a serious reflection on the challenges faced during the war.

Beautiful walking paths are available to explore the lush landscapes. It’s a tranquil place to walk while contemplating the history of the land. Photography opportunities abound, as the scenic beauty contrasts with the somber history.

Considering a visit here as part of your Shepherdstown trip is essential for those interested in American history. The battlefield stands as a reminder of resilience and change.

Address: 302 E Main St, Sharpsburg, MD 21782.

16. Take a Bike Ride Through the Potomac River Valley

Exploring the Potomac River Valley on a bike is a fantastic way to experience the outdoors. The scenic views create a perfect backdrop for cycling enthusiasts. Various routes cater to different skill levels, whether you’re a beginner or an experienced rider.

Several rental shops in Shepherdstown offer bikes for your adventure. The routes meander through picturesque landscapes, heading along the riverside and through charming towns. You’ll enjoy a blend of natural beauty and historical landmarks along the way.

Plan your ride around the canal paths or local trails for a less trafficked experience. Pausing to take in views along the way enhances the joy of the journey. Remember to bring water and snacks to keep your energy up.

Biking provides a unique opportunity to explore the area’s history at your own pace. It’s a wonderful way to connect with nature while engaging in healthy activity.

Address: Potomac River Valley, Shepherdstown, WV 25443.

17. Enjoy a Picnic at the Shepherdstown Soccer Complex

The Shepherdstown Soccer Complex is more than just a sports venue; it’s a beautiful spot for a picnic. Open green spaces surrounded by trees make it an inviting destination. Pack your favorite snacks or lunch and enjoy a day in the sun.

Facilities include picnic tables and restrooms for your convenience. While you enjoy your meal, you might catch a local soccer game. The atmosphere is vibrant, showcasing community spirit and activity.

Afterward, take a stroll around the complex or play frisbee on the open fields. The area is safe and perfect for families or friends to gather. Observe the kids as they play and enjoy recreational activities.

Visiting the Soccer Complex allows for relaxation while engaging in community spirit. It’s a laid-back location that caters to leisure and recreation.

Address: 230 E New St, Shepherdstown, WV 25443.

18. Participate in a Ghost Tour of Shepherdstown

For those intrigued by the supernatural, Shepherdstown offers thrilling ghost tours. Led by knowledgeable guides, these tours explore the haunted history of the town. You will uncover tales of spirits and local legends as you stroll through the historic streets.

The tours provide insight into Shepherdstown’s past, featuring spots where paranormal activities have been reported. The atmosphere is charged with excitement, especially at night. The guides share spine-tingling stories that leave you wanting to know more.

Be prepared for a mixture of history and intrigue, perfect for both skeptics and believers. The tours often allow time for Q&A, fostering a fun and engaging experience for participants.

Bring your friends or family and enjoy a unique evening filled with mystery. It is a memorable way to learn about Shepherdstown’s history while embracing the eerie side.

Address: Shepherdstown, WV 25443.

19. Visit the Historic Shepherdstown Commission

The Historic Shepherdstown Commission plays a vital role in preserving the community’s heritage. Their office provides resources and information about local historical sites. Visitors can learn about preservation efforts and upcoming events that focus on education and enrichment.

The Commission also offers guided tours and informational pamphlets to enhance your understanding of the area. Their expertise ensures visitors grasp the rich cultural narratives of Shepherdstown. This connection to history deepens your appreciation for local heritage.

Stop by their office to gather brochures and inquire about programs or volunteer opportunities. Engaging with the Commission strengthens the community ties and celebrates its legacy.

Take part in special events or activities they organize to further immerse yourself in local history. The Commission is dedicated to sharing Shepherdstown’s stories with visitors and residents alike.

Address: 21 E Washington St, Shepherdstown, WV 25443.

20. Enjoy a Play or Musical at the Shepherd University Theater

The Shepherd University Theater is a hub of artistic expression in the community. It hosts a variety of performances, including plays, musicals, and dance shows. Attending a performance is a wonderful way to enjoy local talent and creativity.

Each season, the theater presents selections that appeal to diverse audiences. The intimate atmosphere allows for a close connection with the performers. It’s a chance to support the local arts scene while being entertained.

Consider attending themed nights or special events that enhance the theater experience. After a show, you’ll likely want to discuss the performances with other attendees over dinner nearby.

Participating in such events helps enrich your visit to Shepherdstown. Engage with the local culture through the arts and witness the talent that thrives in this community.

Address: 301 N King St, Shepherdstown, WV 25443.

21. Attend Seasonal Events Like the Shepherdstown Winter Festival

The Shepherdstown Winter Festival is a delightful annual event that brings the community together. This festive occasion includes activities appealing to families and winter enthusiasts. Residents and visitors gather to celebrate winter through events like parades, music, and crafts.

From ice sculptures to hot cocoa stands, there is a cozy atmosphere that captures the winter spirit. Local artisans showcase their products, making perfect holiday gifts. Engaging in seasonal activities provides fun for all ages.

Check the schedule of events for unique offerings like winter sports demonstrations or themed games. Participating in local festivities reinforces the sense of community and celebration. Festivals create an opportunity to learn about local traditions.

During the festival, the town lights up, creating a magical winter wonderland. You’ll leave with a warm heart and cherished memories, celebrating the charm of Shepherdstown.

Address: Shepherdstown Town Center, Shepherdstown, WV 25443.

22. Experience the Local Wineries and Breweries

Shepherdstown is home to several local wineries and breweries worth exploring. These establishments offer tastings of unique blends and brews made from local ingredients. Visiting them is a fantastic way to unwind and enjoy the local flavors.

Local wineries often host tours, allowing you to learn about the winemaking process. Take advantage of guided tastings to discover different varieties. The scenic vineyards create a picturesque atmosphere for relaxation.

Brewery tours provide insights into the craft beer process, showcasing the art of brewing. Often, tasting rooms feature seasonal and specialty beers, ensuring a fresh experience each visit.

Consider visiting during events like wine pairing dinners or beer festivals. Engaging with these local businesses supports the community while treating your taste buds. Make new friends and enjoy an afternoon of delicious creativity.

Address: Various locations in Shepherdstown, WV 25443.

23. Relax at the Shepherdstown Public Library

The Shepherdstown Public Library is an inviting space for book lovers and curious minds. This small but cozy library offers a rich collection of books, magazines, and community resources. It’s the perfect spot to unwind, read, or find information about the local area.

The library hosts various programs for all ages, including storytime for kids and book clubs for adults. Engaging in community events can lead to new friendships and discussions surrounding literature.

Utilize the quiet reading nooks for peaceful study or simply enjoy browsing the bookshelves. The library is dedicated to supporting learning and literacy in the community.

It’s a welcoming space where everyone can appreciate the joy of reading and learning. Whether you seek a quiet corner or engaging programs, the library fulfills various needs.

Address: 100 E German St, Shepherdstown, WV 25443.

24. Explore the Nearby Appalachians for Hiking

The Appalachian Mountains near Shepherdstown offer breathtaking opportunities for hiking. Ranging from beginner trails to challenging routes, there is something for every hiking enthusiast. The scenic views reward your efforts with stunning landscapes.

Popular trails include sections of the Appalachian Trail that are easily accessible from Shepherdstown. Along the way, hikers often encounter beautiful vistas, wildlife, and lush forests. Don’t forget your camera—you’ll want to capture the breathtaking views!

Consider joining local hiking groups for added companionship and safety on your adventures. They can provide insights into the trails and the best times to visit. Connecting with fellow hikers creates a sense of community.

Whether you’re on a short day hike or an extended adventure, the Appalachian Mountains provide a perfect natural escape. Immerse yourself in nature and explore the beauty of the outdoors.

Address: Appalachian Mountains, Shepherdstown, WV 25443.

25. Join a Workshop or Class at the Shepherdstown Community Club

The Shepherdstown Community Club offers a variety of workshops and classes throughout the year. From crafting to cooking, you’ll find numerous opportunities to learn something new. Engaging in classes is a great way to meet locals while enhancing your skills.

Check the community board for upcoming events and sign up. Classes are often taught by passionate local experts, ensuring a quality experience. The close-knit community fosters a welcoming environment.

Participating in these workshops often includes supplies, making it easy for beginners to join in. It’s often a fun and relaxed setting, perfect for all ages. Additionally, you might discover hidden talents!

Whether you’re looking to learn a new craft or hone culinary skills, the Community Club offers exciting opportunities. Embrace the joy of learning in the heart of Shepherdstown.

Address: 102 E German St, Shepherdstown, WV 25443.

Also Check Out Things To Do in White Sulphur Springs and  Things To Do in Point Pleasant

Final Thoughts

Shepherdstown, West Virginia, offers a rich tapestry of experiences for all types of visitors. From historical sites to vibrant cultural events, there is something to captivate every traveler. Whether you explore the picturesque town center, enjoy outdoor adventures, or immerse yourself in the arts, you will find that each activity enriches your visit.

As you leave, the memories of its vibrant community, stunning landscapes, and engaging history will linger. Visiting Shepherdstown means connecting with a town that values its heritage and celebrates its future. The unique blend of experiences draws visitors back to explore more.