Shepherdstown Travel Guide

Tourist Guide

Shepherdstown showing street scenes, a small town or village and heritage elements
Shepherdstown
Shepherdstown showing heritage architecture and an administrative building
Shepherdstown featuring a small town or village, street scenes and signage
Shepherdstown featuring heritage architecture and an administrative building

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 District and 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 Centre 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 Theatre 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 ฿3,138 per night from 24 Aug to 25 Aug
฿3,138
฿3,515 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
7.6/10 Good! (150 reviews)
"The location to where I needed to be was Excellent from the hotel. The only issue I had was, I was there for only two nights and my room didn’t get cleaned"

Reviewed on 17 Jul 2025

Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
The price is ฿2,729 per night from 3 Aug to 4 Aug
฿2,729
฿3,029 total
3 Aug - 4 Aug
includes taxes & fees
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,063 reviews)
"Easy to get to, very convenient, but our room was really small. We did enjoy breakfast."

Reviewed on 25 Jul 2025

Country Inn & Suites by Radisson, Frederick, MD
Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
The price is ฿2,842 per night from 13 Aug to 14 Aug
฿2,842
฿3,183 total
13 Aug - 14 Aug
includes taxes & fees
Stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.4/10 Very Good! (1,012 reviews)
"Convenient to downtown HF, and easy access to 340. Request to check in earlier than 3 PM due to medication that needed to be refrigerated was granted by front desk and was much appreciated. Quiet, uneventful stay; just as planned!"

Reviewed on 24 Jul 2025

Quality Inn
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 3.5-star guesthouse in Mercersburg. Enjoy free Wi-Fi, free parking and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet ...
Mirror Villas - Modern Retreat with private hot tubs and mountain view
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.

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