Shepherdstown

Travel Guide

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

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, familiarise 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 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 HK$519 per night from 29 Mar to 30 Mar
HK$519
HK$581 total
29 Mar - 30 Mar
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 ...
7.8/10 Good! (214 reviews)
Horrible check in experience.

Reviewed on 24 Feb 2026

Quality Inn Shepherdstown
Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Shepherdstown WV
Stay at this castle in Shepherdstown. Enjoy a fitness centre, laundry facilities and air conditioning. Popular attractions Killiansburg Cave and Cress Creek ...
10/10 Exceptional! (1 review)
Beautiful area!

Reviewed on 1 Sept 2025

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is HK$310 per night from 9 Mar to 10 Mar
HK$310
HK$820 total
9 Mar - 10 Mar
includes taxes & fees
Stay at this cabin in Shepherdstown. Enjoy free Wi-Fi, a garden and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
9.8/10 Exceptional! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on 25 Jan 2026

❤️ Secluded 1940s Romantic Tiny House on the River
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.
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
Stay at this cabin in Shepherdstown. Enjoy free Wi-Fi, a garden and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
9.8/10 Exceptional! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on 25 Jan 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views

Shepherdstown WV
Stay at this holiday home in Shepherdstown. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Killiansburg Cave and Antietam ...
10/10 Exceptional! (16 reviews)
Host was very welcoming and responsive to our inquiries. House is beautiful and in a peaceful setting. The sunset was mesmerizing. The kitchen was well-appointed and had everything we needed. The entire house was very clean and organized.Cellular is very spotty in the area. However, the wi-fi was ...

Reviewed on 11 Feb 2026

Exclusive Wooded Chalet w Magnificent River Views
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 guesthouse in Mercersburg. Enjoy free Wi-Fi, free parking and private hot tubs. Popular attractions Whitetail Ski Resort and Lift Off Quad Ski Lift ...
9.6/10 Exceptional! (5 reviews)
Love it .!

Reviewed on 7 Dec 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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