Shepherdstown

Travel Guide

Shepherdstown
Shepherdstown
Shepherdstown
Shepherdstown
Shepherdstown

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 €81 per night from 22 Apr to 23 Apr
€81
22 Apr - 23 Apr
includes taxes & fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maddex Square and Shepherdstown Opera House are located ...
7.8/10 Good! (219 reviews)
Excellent

Reviewed on 1 Apr 2026

Quality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is €120 per night from 13 Apr to 14 Apr
€120
13 Apr - 14 Apr
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! (72 reviews)
This was the perfect Valentine's getaway weekend for us. I booked the stay as a surprise, and my partner loved it. We are already talking about coming back some time. It was tidy, intimate, and peaceful. We cooked over the fire the first night, then on the grill the next night because it was raining. ...

Reviewed on 16 Feb 2026

❤️ Secluded 1940s Romantic Tiny House on the River
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, a garden and laundry facilities. Popular attractions Killiansburg Cave and Cress Creek Country ...
10/10 Exceptional! (1 review)
Beautiful area!

Reviewed on 1 Sept 2025

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub
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! (72 reviews)
This was the perfect Valentine's getaway weekend for us. I booked the stay as a surprise, and my partner loved it. We are already talking about coming back some time. It was tidy, intimate, and peaceful. We cooked over the fire the first night, then on the grill the next night because it was raining. ...

Reviewed on 16 Feb 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Plum Lazy on the Potomac

Plum Lazy on the Potomac

Shepherdstown WV
Enjoy a garden, patios and an in-room coffee maker. Popular attractions Harpers Ferry National Historical Park and Antietam Dargan Community Park are located ...
9.2/10 Wonderful! (34 reviews)
Pet friendly home with super accommodating hosts. The view was beautiful. I can only imagine how great this view would be in the summer.

Reviewed on 8 Mar 2026

Plum Lazy on the Potomac
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! (17 reviews)
Fantastic location, amazing views, clean property, responsive host

Reviewed on 30 Mar 2026

Exclusive Wooded Chalet w Magnificent River Views
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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