Shepherdstown

Travel Guide

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

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 P5,263 per night from Nov 2 to Nov 3
P5,263
P5,895 total
Nov 2 - Nov 3
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 ...
7.6/10 Good! (178 reviews)
"There was fast food and two restaurants rights across street from hotel, and grocery store. There was a Sheetz, McDonalds, Dairy Queen, Chinese Restaurant and Italian Restaurant. Walgreens Pharmacy right next door."

Reviewed on Sep 29, 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 P5,151 per night from Oct 20 to Oct 21
P5,151
P5,718 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,132 reviews)
"many shops nearby"

Reviewed on Oct 2, 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 P5,082 per night from Oct 28 to Oct 29
P5,082
P5,691 total
Oct 28 - Oct 29
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. ...
8.6/10 Excellent! (1,004 reviews)
"It was a very great experience. The rooms were clean. The front desk people were very helpful. The breakfast was nice and a lady was cleaning the area and refilling the food."

Reviewed on Oct 3, 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 WiFi, free parking, and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet ...
10/10 Exceptional! (1 review)
"Great"

Reviewed on Sep 22, 2025

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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