Shepherdstown Travel Guide

Tourist Guide

Shepherdstown showing street scenes, heritage elements and a small town or village
Shepherdstown
Shepherdstown featuring an administrative building and heritage architecture
Shepherdstown featuring a small town or village, signage and street scenes
Shepherdstown which includes 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 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 NZ$155 per night from 13 July to 14 July
NZ$155
13 July - 14 July
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! (140 reviews)
"Great"

Reviewed on 1 Jul. 2025

Quality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
The price is NZ$218 per night from 13 July to 14 July
NZ$218
13 July - 14 July
includes taxes & fees
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! (56 reviews)
"We truly loved this location and definitely will be back!"

Reviewed on 25 May 2025

❤️ Secluded 1940s Romantic Tiny House on the River
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 NZ$144 per night from 7 July to 8 July
NZ$144
7 July - 8 July
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! (1,032 reviews)
Highly recommended
"I would highly recommend this hotel. It was a great stay."

Reviewed on 25 Jun. 2025

Country Inn & Suites by Radisson, Frederick, MD
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! (56 reviews)
"We truly loved this location and definitely will be back!"

Reviewed on 25 May 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! (62 reviews)
Family visit with battlefields and Harper's Ferry.
"What a spot on the Potomac! Perfect base for exploration! We visited family in Charles Town. Went to Harper's Ferry a couple times, Antietam, Sharpsburg and Shepherdstown. American history at every turn. My boys catfished during the night. We loved it and the summer heat could only make it ..."

Reviewed on 28 Apr. 2025

Welcome to this patch of serenity on the river's edge, to this hideaway.
Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River Access
Shepherdstown
Stay at this cabin in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Antietam ...
9.6/10 Exceptional! (25 reviews)
"We had a great time staying at this little cabin. It was very nice for our short anniversary trip. We arrived on a Monday evening and had a very easy time getting in. When you get there the first thing you notice is that this cabin is really, really in the woods. It was so nice and that was what ..."

Reviewed on 9 Jun. 2025

Charming Cabin in the Woods with River Access
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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