Jefferson County features walkable downtowns and famous hiking trails all interconnected for easy access. Highlighted by the world-famous Appalachian Trail, we have miles of scenic hiking and biking trails to explore. The C&O Canal towpath is a smooth, level trail, perfect for hiking or biking. From the C&O Canal Towpath, long-distance hikers and bicyclists can connect to the Great Allegheny Passage, a combined rails-to-trails route that spans 335 miles. Hikers can also follow part of the 2,200-mile-long Appalachian Trail, with its midpoint at Harpers Ferry. The view of Harpers Ferry and the Shenandoah Valley is exceptional from the overlook on the Maryland Heights Trail. These and dozens of other trails run throughout the county.
Fly through the sky on a zipline or conquer the rapids on a guided trip with River Riders Family Adventure ResortorRiver & Trail Outfitters. Come back in the winter to try the all-new Snow Riders tubing park with 12 lanes and the longest tubing hill on the east coast.
Libations lovers can follow a trail of their own. Bavarian Brothers Brewingis located within the Bavarian Inn Resort in Shepherdstown. Relax in their beautifully appointed brew pub or lounge, or take in amazing views of the resort on the patio. BBB constantly rotates and showcases different flavors. In the heart of downtown Charles Town since 2017, Abolitionist Ale Worksspecializes in creating unique and flavorful craft beer. Their emphasis is on unique IPA, sour ales, wild ales, saisons, strong ales, and stouts. Located in Kearneysville, Devil’s Due Distilleryis a small craft whiskey distillery focused on local resources and craftsmanship. The Bourbon is sweet and smokey – aged to perfection.
Experience the thrill of live thoroughbred racing—under the lights, all year long at Hollywood Casino at Charles Town Races in Charles Town. A full entertainment experience featuring 2,700 slot machines, Hollywood Casino features Las Vegas-style table action with live blackjack, craps, roulette, and poker.
Magical Towns
Charles Town, named for George Washington’s youngest brother, was home to several members of the Washington family for many years. Charles laid out his namesake town in 1787 on 80 acres of land adjoining his estate, Happy Retreat, naming streets after his brothers and his wife, Mildred. Today, the streets of Charles Town are lined with historic homes and structures, like the Jefferson County Courthouse, the only courthouse in America to have held two treason trials—the trial of abolitionist John Brown and the Battle of Blair Mountain labor rebellion trial.
Shepherdstown’s charm is unmistakable—and irresistible. The town has a way of wrapping its arms around you. The historic structures, dining destinations, one-of- a-kind shops, and bucolic scenery draw vacationers from around the country. In fact, many people who visit or attend college at Shepherd University don’t ever want to leave and end up making the town their home.
An influx of academics, artists, and retirees has contributed to the rich cultural mix. Residents are also passionate about active pursuits like hiking, biking, and canoeing or kayaking on the Potomac.
Where the Shenandoah and Potomac rivers meet, the picturesque little town of Harpers Ferry hugs the steep hills and ravines at the water’s edge. Heralded for its significant role in the construction of the U.S. railroad system and as the location of Storer College that educated former slaves, Harpers Ferryis best known as the place in which abolitionist John Brown led his infamous raid on the federal armory, an event that is said to have been a catalyst of the Civil War.
The quaint town of Bolivar is encircled by the Harpers Ferry National Historical Park. The Potomac River flanks the town to the north and the Shenandoah River to the south making for stunning views and endless outdoor recreation opportunities. A town of roughly 1,000 people, Bolivar is known for its friendly people and down-home hospitality. Located within minutes of many historical attractions and nearby recreational facilities it is the perfect home-base for your Jefferson County getaway.