Shepherdstown

Travel Guide

Shepherdstown which includes street scenes, heritage elements and a small town or village
Shepherdstown
Shepherdstown showing an administrative building and heritage architecture
Shepherdstown featuring signage, a small town or village and street scenes
Shepherdstown showing an administrative building 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, 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 €89 per night from 19 Oct to 20 Oct
€89
19 Oct - 20 Oct
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! (177 reviews)
"Clean room with friendly staff. Bed was comfy with plenty of pillows."

Reviewed on 28 Sept 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 €83 per night from 26 Oct to 27 Oct
€83
26 Oct - 27 Oct
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! (1,134 reviews)
"Yes"

Reviewed on 28 Sept 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 €85 per night from 27 Oct to 28 Oct
€85
27 Oct - 28 Oct
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! (1,012 reviews)
"The exhaust fan for the bathroom didn't work so it was a choice of leaving the bathroom door open and make the whole room humid, or closed and let it get so steamy you couldn't breathe. The hotel also didn't have any information about Harper's Ferry."

Reviewed on 28 Sept 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.
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
9.8/10 Exceptional! (60 reviews)
"Absolutely Great stay. The host was outstanding and responded to us very quickly with all our questions. The history and the view are outstanding. We went fishing and walked on the Forge all the way across right at our front door. One of the best places I ever stayed. Must visit Downtown Shepherdtown ..."

Reviewed on 8 Sept 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Welcome to this patch of serenity on the river's edge, to this hideaway.

Welcome to this patch of serenity on the river's edge, to this hideaway.

Shepherdstown
Book a stay at this family-friendly vacation home in Shepherdstown. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition ...
9.8/10 Exceptional! (64 reviews)
"Very clean and decorated nice . Cozy feel inside . Soooo cute !!!!!!For older folks , the amount of steps may be difficult ?Only had trouble the one night with no cell service / Wi-Fi internet connection for TV I believe that was okay , because we played games , talked and connected without checking ..."

Reviewed on 24 Aug 2025

Welcome to this patch of serenity on the river's edge, to this hideaway.
Private, light filled retreat space...
     with your own pickleball court!

Private, light filled retreat space... with your own pickleball court!

Berkeley Springs
Stay at this cabin in Berkeley Springs. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ice House and Berkeley ...
10/10 Exceptional! (47 reviews)
"A stunning property to explore with a wonderful home to stay in. Everything was perfect - seriously. The hosts provided detailed instructions and nothing was overlooked in the house. I highly recommend this destination. Only minutes from the heart of Bath/Berkeley Springs with lots of wildlife. ..."

Reviewed on 13 Sept 2025

Private, light filled retreat space... with your own pickleball court!
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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