Things to Do in the Harpers Ferry, Shepherdstown & Charles Town Area

When you’re ready to take a break from writing, the Harpers Ferry, Shepherdstown, and Charles Town area offers a mix of outdoor adventure, rich history, and unique local experiences and fare. Whether you want to explore scenic trails, dive into the region’s past, or enjoy a night out, there’s something for everyone.

Whether you’re looking for a peaceful nature walk, a bit of historical inspiration, or an adrenaline-pumping adventure, the Harpers Ferry area has something to offer. Take time to explore, recharge, and return to your writing with fresh ideas!

Dining Options in Harpers Ferry, Charles Town, and Shepherdstown

Harpers Ferry

Kelley Farm Kitchen

Situated at 1112 Washington Street, this charming vegan restaurant serves creative plant-based dishes, including burgers, nachos, and breakfast items. It’s a must-visit for both vegans and non-vegans alike.

The Rabbit Hole Gastropub

Located at 186 High Street, this lively gastropub offers a diverse menu of sharing plates, customizable burgers, and fresh, healthy options. Enjoy indoor or outdoor dining with scenic views.


Charles Town

Alfredo’s Mediterranean Grille and Steakhouse
An authentic Mediterranean restaurant offering a varied menu for both lunch and dinner, along with a selection of wines. It’s just a ten-minute walk from the Inn toward the Casino.

Paddy’s Irish Pub

A lively Irish pub serving classic pub fare, craft beer, and whiskey in a warm and welcoming atmosphere. Enjoy live music, trivia nights, and a friendly community vibe.


Shepherdstown

Bavarian Inn Dining Room           

Perched on a bluff overlooking the Potomac River, this European-inspired boutique resort offers gourmet meals in an elegant setting. The Bavarian Inn has proudly won awards, including the AAA Four Diamond and Wine Spectator’s Best of Award of Excellence.

Maria’s Taqueria

Known for its customizable Mexican fare, this eatery features notable fish tacos and a variety of burritos in a vibrant atmosphere.

Entertainment & Local Culture

The Old Opera House (Charles Town, WV)
Catch a local theater production, comedy night, or live music performance in this historic venue.

Shepherdstown Opera House (Shepherdstown, WV)
This intimate space showcases indie films, live performances, and music events in a charming, artsy setting.

Live Music & Breweries
Abolitionist Ale Works (Charles Town, WV) – Craft beer and live music in a relaxed setting.

Devil’s Due Distillery (Kearneysville, WV) – Sip on local spirits while enjoying occasional live music.

Harpers Ferry Brewing (Purcellville, VA) – Located near the Harpers Ferry Adventure center they offer local music and beer, and cider on tap

The Barn of Harpers Ferry (Harpers Ferry, WV) – A local spot featuring live local music, local beer and cocktails.

Excursions & Adventure

River & Trail Outfitters (Harpers Ferry, WV)

Offers whitewater rafting, kayaking, tubing, and ziplining for those looking to add some adventure to their retreat.

Harpers Ferry Adventure Center (Purcellville, VA)

Try your hand at ziplining through the treetops or take a guided whitewater rafting trip down the Shenandoah and Potomac Rivers.

River Riders Family Adventure Resort (Harpers Ferry, WV)

River Riders is your premier destination for outdoor adventures and unforgettable experiences in Harpers Ferry, WV. They offer tubing, whitewater rafting, ziplining.

Hollywood Casino & Charles Town Races (Charles Town, WV)

For a little thrill outside of nature, visit the casino for gaming, dining, or live horse racing.

Hiking & Outdoor Exploration

Harpers Ferry National Historical Park

With miles of scenic trails, including the iconic Maryland Heights Trail, this park offers stunning views of the confluence of the Potomac and Shenandoah Rivers. Perfect for a mid-day hike to clear your mind and spark creativity.

The Appalachian Trail

Passes directly through Harpers Ferry, known as the “psychological midpoint” of the trail. Take a short trek for inspiration or challenge yourself with a longer hike.

C&O Canal Towpath

Ideal for a leisurely walk or bike ride along the Potomac River, stretching from Georgetown to Cumberland, MD. Enjoy the peaceful setting and occasional wildlife sightings.

Bolivar Heights Trail

A gentle, history-rich trail with panoramic views, ideal for a quick escape into nature without an intense climb.

History & Landmarks

Harpers Ferry National Historical Park (Harpers Ferry, WV)

Step back in time and explore the preserved 19th-century town, Civil War battlefields, and John Brown’s Fort.

Antietam National Battlefield (Sharpsburg, MD – 30 min drive)

Visit the site of the bloodiest single-day battle in American history, with guided tours available.

Jefferson County Museum (Charles Town, WV)

Learn about the region’s deep ties to early American history, including exhibits on John Brown’s trial and Charles Town’s role in the Civil War.

Shepherdstown Historic District (WV)

West Virginia’s oldest town is filled with charming shops, historic landmarks, and colonial-era buildings.