New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

Historic Harpers Ferry and Beyond: 5-Day Adventure in West Virginia Itinerary

Last updated: 2024 Jun 14

Rivers, Rails, and History

Morning

Start your journey with a hearty breakfast at The Anvil Restaurant, known for its historic charm and delicious fare. Afterward, immerse yourself in the local history with a visit to the Harpers Ferry National Historical Park. Explore the exhibits and take a guided tour to learn about the town's pivotal role in the Civil War.

Afternoon

For lunch, head to Canal House Cafe and enjoy a meal with a view of the Potomac River. Afterward, take a leisurely stroll or a bike ride along the C&O Canal Towpath, soaking in the natural beauty and the tranquility of the canal.

Evening

Dine at The Town's Inn, where you can savor a meal in a historic setting. After dinner, take a ghost tour of Harpers Ferry to hear the town's eerie and fascinating tales under the moonlit sky.

Bedtime

Find amazing hotels in Harpers Ferry.

4.64
C&O Canal Towpath
Book Now

Antietam and Local Flavors

Morning

Enjoy breakfast at Bisou Bistro at Canal House, offering a delightful French-inspired menu. Today, take a self-guided driving tour to the Sharpsburg Antietam Battlefield, one of the most well-preserved Civil War battlefields. Spend the morning exploring the site and reflecting on its historical significance.

Afternoon

After the tour, have a relaxing lunch at Potomac Grille, where you can enjoy a meal with a view of the river. In the afternoon, return to Harpers Ferry and visit the John Brown's Fort and the Harpers Ferry Railroad Station to delve deeper into the town's history.

Evening

For dinner, try the diverse menu at The Rabbit Hole, known for its creative dishes and cozy atmosphere. End the evening with a visit to the Jefferson Rock to witness a stunning sunset over the confluence of the Potomac and Shenandoah rivers.

Bedtime

Find amazing hotels in Harpers Ferry.

5.00
Sharpsburg Antietam Battlefield
Book Now

4.74
John Brown's Fort
Book Now

Outdoor Adventures and Local Brews

Morning

Start your day with a breakfast at Coach House Grill & Bar, a local favorite known for its welcoming ambiance. Afterward, gear up for an outdoor adventure with a half-day electric bike rental from Leesburg. Explore the picturesque countryside and enjoy the freedom of an electric bike ride.

Afternoon

Refuel with a casual lunch at Hamilton's Tavern, where you can sample a variety of pub-style dishes and local brews. Afterward, continue your biking journey, or if you prefer a more relaxed afternoon, consider a visit to a nearby winery such as the Hillsborough Vineyards for a tasting.

Evening

Return to Harpers Ferry for a delightful dinner at White Horse Tavern, offering a menu that highlights the region's culinary traditions. As the night sets in, take a serene walk through the Harpers Ferry Cemetery and reflect on the town's rich history and the lives of those who shaped it.

Bedtime

Find amazing hotels in Harpers Ferry.

Leesburg
Book Now

Shepherdstown Sojourn

Morning

Cross the state line and enjoy breakfast at Guide House Grill in Shepherdstown, West Virginia. Afterward, take a guided walking tour of the town to discover its charming streets, historical sites, and vibrant arts scene. Don't miss the Shepherdstown Opera House, a cultural gem with a fascinating history.

Afternoon

For lunch, indulge in the farm-to-table offerings at Domestic [520001], where the menu is inspired by the local ingredients and the chef's creativity. Spend the rest of the afternoon exploring the nearby Antietam National Battlefield, gaining a deeper understanding of the Civil War's impact on the region.

Evening

Return to Harpers Ferry for a special dinner at The Anvil Restaurant, where you can enjoy a meal in a historic setting. Afterward, take a leisurely evening walk through the Loudoun Heights Trail, enjoying the peaceful ambiance and the views of the surrounding landscape.

Bedtime

Find amazing hotels in Harpers Ferry.

Shepherdstown Opera House
Book Now

Frederick's Finest

Morning

Travel to Frederick, Maryland, and start your day with a delightful breakfast at The Tasting Room, located in the heart of the city's historic district. Afterward, take a guided tour of the National Museum of Civil War Medicine to gain a unique perspective on the medical challenges and innovations of the era.

Afternoon

For lunch, savor the flavors of the Mediterranean at Aquavite, where the menu is a celebration of fresh ingredients and culinary craftsmanship. Spend the rest of the afternoon exploring the Downtown Frederick with its charming shops, galleries, and architectural gems.

Evening

Conclude your trip with a memorable dinner at Volt, an acclaimed restaurant that showcases the best of modern American cuisine. After dinner, take a leisurely stroll along the Carroll Creek Park, enjoying the art installations and the serene waterside ambiance.

Bedtime

Find amazing hotels in Harpers Ferry.