Shepherdstown, WV

Travel Guide

A street lined with brick buildings, including a bank and a restaurant.
A historic street with red brick buildings, a church steeple, and a sign for a local shop.
A street with a red brick building, a sign for Maria's Taco, and a sign for Grapes & Grains Gourmet.
A row of bicycles parked against a metal bike rack on a city street.
A vintage storefront with a sign reading "Open Soon... Pop on in!" and a vintage suitcase.

Explore funky bars and coffee houses and experience the diverse cultural scene at this exciting and dynamic college town.

Shepherdstown is a small town, yet it possesses a vivacity and energy more typical of a larger city. It was officially incorporated in 1762 under the name Mecklenburg and has plenty of historical pre-Revolutionary architecture. The town has more to offer visitors than just its historical features. Shop for handicrafts in local shops, attend arts-oriented festivals and hike the trails at nearby state parks.

Before you delve into the student-driven arts scene, familiarize yourself with the town’s more than 250 years of history. Wander around the Shepherdstown National Historic Districtand identify the different architectural styles. Find Grand Greek-Revival buildings as well as Federal and Victorian constructions around town. Pick up a map of historic homes at the Shepherdstown Visitors Center to help you navigate. The Historic Shepherdstown Museum, housed in an 18th-century hotel, is open from early April to late October and is devoted to local history.

The presence of students in the small town adds to its youthful atmosphere. Mingle with students at the Shepherd University campus near the banks of the Potomac River. Spend evenings in the busy bars where students congregate for nights out. Consider booking tickets for a show at the historic Shepherdstown Opera House, which screens films and eclectic live events.

Find cafés, restaurants and interesting shops selling antiques as well as handcrafted goods on the main thoroughfare, German Street. Walk or bike in the Chesapeake and Ohio Canal National Historical Park, running along the northern bank of the Potomac River and stretching all the way to Washington D.C.

The town has a busy events schedule, with several well-known festivals throughout the year. Arrange your trip to coincide with the renowned summertime Contemporary American Theater Festival. Film buffs may want to catch the Cut to the Chase Film Festival in September or the American Conservation Film Festival later in the fall.

Shepherdstown is about a 90-minute drive from Washington D.C. and Baltimore. Discover the arts and festival scene that has Washington weekenders enamored.

Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
The price is ₩146,306 per night from Oct 13 to Oct 14
₩146,306
₩163,864 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
Quality Inn Shepherdstown
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

2.5 out of 5
25 Union St Harpers Ferry WV
The price is ₩145,561 per night from Sep 27 to Sep 28
₩145,561
₩163,029 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
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Reviewed on Sep 14, 2026

Quality Inn Harpers Ferry - Charles Town
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
The price is ₩128,945 per night from Sep 29 to Sep 30
₩128,945
₩143,129 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,001 reviews)
"Short and to the point: not clean and didn’t feel safe. Booked two nights but only stayed one. The front desk staff, however, were very nice and friendly."

Reviewed on Sep 16, 2026

Best Western Historic Frederick
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view

3.5 out of 5
13571 Blairs Valley Rd Mercersburg PA
Stay at this chalet in Mercersburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet Ski Lift ...
10/10 Exceptional! (25 reviews)
"Great place to unwind and relax."

Reviewed on Sep 16, 2026

Mirror Villas - Modern Retreat with private hot tubs and mountain view
2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2 out of 5
20 Shawnee Trail Hedgesville WV
Book a stay at this golf cabin in Hedgesville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions The Woods Resort Mountain View Course ...
6.4/10 (12 reviews)
"This cabin needs a LOT of care. It was OK for our purposes, because we just needed a place to sleep more than anything, but if we were actually looking to "vacation" or "rest and relax" it left a lot to be desired--especially regarding upkeep and how it was furnished 1. Our sheets had HOLES in them! ..."

Reviewed on Sep 9, 2026

2-Bedroom cabin Hot tub Fireplace PS5
Couples Cabin - 5 Mi to DT Berkeley Springs!

Couples Cabin - 5 Mi to DT Berkeley Springs!

3 out of 5
Berkeley Springs WV
Stay at this cottage in Berkeley Springs. Enjoy free parking and air conditioning. Popular attractions Ice House and Berkeley Springs Antique Mall are located ...
9/10 Wonderful! (2 reviews)
Perfect romantic getaway
"The cabin was perfect! Very clean and well maintained. Lots of little extras made the stay even better! Great communication as well."

Reviewed on Oct 5, 2025

Couples Cabin - 5 Mi to DT Berkeley Springs!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Shepherdstown attractions