West Virginia

16 Mar 2025Updated last time

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Charleston, WV to New York Road Trip Itinerary

Road Trip Itinerary: Charleston, WV to New York, NY

Embark on an exciting road trip from Charleston, WV to New York, NY, a journey that blends history, nature, and urban excitement. Start your adventure in Charleston, a city known for its rich history and welcoming Southern charm. Explore the State Capitol and stroll through its vibrant streets. Continue to the awe-inspiring New River Gorge Bridge, where breathtaking views and outdoor adventures await. At Cass Scenic Railroad State Park, step back in time and ride historic steam locomotives through stunning mountain landscapes.

Head northeast to Harpers Ferry, a town steeped in Civil War history and natural beauty at the confluence of two rivers. Your next stop is Gettysburg, PA, where the echoes of a pivotal Civil War battle still resonate in its preserved battlefield and museum. Immerse yourself in the rich history and culture of Lancaster, PA, home to a thriving Amish community and picturesque farmland. As you approach the northeastern region, enjoy the scenic beauty of Delaware Water Gap, offering a wealth of outdoor activities within lush surroundings.

Bear Mountain State Park promises more natural splendor, with its hiking trails and commanding views of the Hudson River. Finally, conclude your journey in New York City, a thrilling metropolis filled with iconic landmarks like Times Square, Broadway shows, and an array of cultural experiences. Each stop on this itinerary offers a unique slice of American life, blending historic significance with natural beauty and bustling city life, ensuring a memorable and enriching road trip for all adventurers.

Recommended Activities

1
Charleston, WV
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Charleston is the capital of West Virginia, offering a mix of history, culture, and outdoor activities. Explore its historic district, enjoy local cuisine, and visit the State Capitol with its striking gold dome.
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New River Gorge Bridge
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The New River Gorge Bridge is an engineering marvel and offers stunning views of the New River Gorge. It's a popular spot for hiking, photography, and the annual Bridge Day festival where you can watch BASE jumping.
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Cass Scenic Railroad State Park
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Cass Scenic Railroad State Park lets you experience the nostalgia of steam-driven locomotives. Riding the historic railroad offers breathtaking views of the Appalachian Mountains and a glimpse into the area's logging history.
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Harpers Ferry, WV
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Harpers Ferry is a historic town rich in both natural beauty and American history. It is located at the confluence of the Potomac and Shenandoah rivers, offering outdoor activities like hiking on the Appalachian Trail and insights into Civil War history at Harpers Ferry National Historical Park.
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Gettysburg, PA
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Gettysburg is home to one of the most famous battlefields of the American Civil War. Visitors can explore the Gettysburg National Military Park, which provides profound insights into the battle and its significance, and the Gettysburg Museum and Visitor Center, which houses extensive exhibits on the era.
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Lancaster, PA
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Lancaster offers a unique look at Amish culture and history. Visit the Amish Village or take a guided tour through the scenic farmlands. The city is also known for its vibrant arts scene, quaint shops, and delicious local cuisine.
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Delaware Water Gap, PA
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Delaware Water Gap is a scenic recreation area offering a wide range of outdoor activities like hiking, canoeing, and rock climbing. It features lush landscapes, stunning vistas, and a host of trails leading through diverse natural habitats.
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Bear Mountain State Park, NY
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Bear Mountain State Park is a picturesque destination offering stunning views of the Hudson River, dense forests, and rocky mountain peaks. It's perfect for hiking, picnicking, or visiting the Bear Mountain Zoo and Trailside Museums.
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New York, NY
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New York City is a vibrant metropolis known for its iconic landmarks such as Times Square, the Statue of Liberty, and Central Park. It offers a diverse cultural scene, world-class museums, Broadway shows, and a variety of dining experiences.

Restaurants

Bavarian Inn Dining Room
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4.1
Bavarian Inn Dining Room
Located in Shepherdstown, WV, this restaurant offers gourmet German and American cuisine in a charming atmosphere reminiscent of a European inn.
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The Dobbin House Tavern
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4.6
The Dobbin House Tavern
In Gettysburg, PA, this historic tavern from 1776 provides a colonial dining experience with period decor and menu, transporting you back in time.
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The Cat's Meow
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The Cat's Meow
Situated in Lancaster, PA, this quirky restaurant is known for creative dishes in a cat-themed setting, offering a unique dining adventure.
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Ellendale's
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Ellendale's
Located in the heart of the Delaware Water Gap, PA, this eatery serves locally sourced fare in a cozy setting with rustic charm and live music nights.
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Bear Mountain Inn Restaurant
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Bear Mountain Inn Restaurant
In Bear Mountain, NY, this historic inn offers not only great food but also stunning views of the surrounding park, perfect after a day of hiking.
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Stay Recommendations

Bavarian Inn
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Bavarian Inn
Nestled in Shepherdstown, WV, the Bavarian Inn offers an authentic European experience with Swiss and German-inspired architecture and decor, along with beautiful views of the Potomac River.
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The Tillie Pierce House Inn
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4.6
The Tillie Pierce House Inn
Located in Gettysburg, PA, this historic inn dates back to the 1800s and provides a unique opportunity to stay in a home that served as a hospital during the Battle of Gettysburg.
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Fulton Steamboat Inn
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Fulton Steamboat Inn
Situated in Lancaster, PA, the Fulton Steamboat Inn offers a distinctive experience with its steamboat-themed architecture and decor, reminiscent of 19th-century riverboats.
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The Shawnee Inn and Golf Resort, Shawnee on Delaware, PA
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The Shawnee Inn and Golf Resort, Shawnee on Delaware, PA
In the Delaware Water Gap, PA, this historic resort offers a unique blend of old-world charm and modern amenities, nestled along the Delaware River with access to outdoor adventures.
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Bear Mountain Inn
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4.4
Bear Mountain Inn
At Bear Mountain, NY, this rustic lodge offers a peaceful retreat surrounded by the natural beauty of Bear Mountain State Park, combining historical charm with modern comforts.
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Local Events & Happenings

CandyFest
CandyFest
CandyFest, presented by CNB Bank, takes place July 25-27, 2025, at the Maryland Theatre in Hagerstown. This fun-filled summer event offers candy-themed activities, including craft-making, a candy scavenger hunt, oversized games, lawn challenges, and ...
The Maryland Theatre in Hagerstown (12.79 mi)
N/A
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Muffled Voices Festival: Baruch's Silence by Ella Milch-Sheriff
Muffled Voices Festival: Baruch's Silence by Ella Milch-Sheriff
The evening features the U.S. premiere of one act chamber opera Baruchs Silence by Ella Milch Sheriff a deeply moving work based on a Holocaust survivors diary exploring trauma silence and the journey toward forgiveness through hauntingly beautiful m...
The Maryland Theatre in Hagerstown (12.79 mi)
20 Sep 2025
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Muffled Voices Festival: Post-Show Reception
Muffled Voices Festival: Post-Show Reception
The post show reception includes light refreshments and the opportunity to meet the artists and celebrate the festivals season launch. All attendees MUST have a ticket to the Muffled Voices Festival performance in order to attend the post show recept...
The Maryland Theatre in Hagerstown (12.79 mi)
21 Sep 2025
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Randy Travis: More Life Tour
Randy Travis: More Life Tour
With lifetime sales in excess of 25 million, Randy Travis is one of the biggest multi-genre record sellers of all time and a recent inductee into the Country Music Hall of Fame class of 2016. Join Randy Travis and his original band with special guest...
The Maryland Theatre in Hagerstown (12.79 mi)
16 Oct 2025
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Magical Mystery Doors
Magical Mystery Doors
Magical Mystery Doors is a tribute act that blends and layers the music of three legendary bands, The Beatles, Led Zeppelin, and The Doors to create something new and unique for music fans everywhere. Their melodies have moved people to Come Together...
The Maryland Theatre in Hagerstown (12.79 mi)
17 Oct 2025
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The Ultimate Elvis Concert
The Ultimate Elvis Concert
The Ultimate Elvis Concert is back with an ALL NEW SHOW!! Join an electrifying tribute show that transports audiences back to the golden era of rock n roll. Featuring Cote Deonath, the 2023 Ultimate Elvis Tribute Artist Champion, this event promises ...
The Maryland Theatre in Hagerstown (12.79 mi)
18 Oct 2025
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The Sleeping Beauty: International Ballet Stars
The Sleeping Beauty: International Ballet Stars
Experience the enchanting tale of Sleeping Beauty brought to life in a mesmerizing ballet by Classical Arts Entertainment. Witness the captivating performance by International Ballet Stars as they tell the story of Princess Aurora, cursed to a centur...
The Maryland Theatre in Hagerstown (12.79 mi)
29 Oct 2025
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