Shepherdstown Travel Guide

Tourist Guide

Shepherdstown showing street scenes, a small town or village and heritage elements
Shepherdstown
Shepherdstown showing heritage architecture and an administrative building
Shepherdstown featuring a small town or village, street scenes and signage
Shepherdstown featuring 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, 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 £82 per night from 24 Aug to 25 Aug
£82
24 Aug - 25 Aug
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 ...
7.6/10 Good! (154 reviews)
"Clean room and comfortable bed. Average amenities. A quiet location in an otherwise busy area. Area has lots of food and shopping available."

Reviewed on 3 Aug 2025

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

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown, WV
The price is £111 per night from 1 Sept to 2 Sept
£111
1 Sept - 2 Sept
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! (57 reviews)
We loved this place!
"This place is peaceful and secluded the bed was comfortable and the air conditioner kept it comfortable you have everything you need to heat up food or keep it cold the view of the river is great and we enjoyed setting on the porch and watching the river and deers that walk right through the yard! ..."

Reviewed on 8 Jul 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
Fully refundable
The price is £71 per night from 13 Aug to 14 Aug
£71
13 Aug - 14 Aug
includes taxes & fees
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,064 reviews)
"Clean and friendly staff. Close to shopping and dining"

Reviewed on 1 Aug 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, 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! (57 reviews)
We loved this place!
"This place is peaceful and secluded the bed was comfortable and the air conditioner kept it comfortable you have everything you need to heat up food or keep it cold the view of the river is great and we enjoyed setting on the porch and watching the river and deers that walk right through the yard! ..."

Reviewed on 8 Jul 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, WV
Stay at this family-friendly holiday home in Shepherdstown. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the property condition in their ...
9.8/10 Exceptional! (63 reviews)
Fabulous stay!
"We really enjoyed staying here. Kitchen was well stocked. Beautiful porch with a gorgeous view. Living area is nice and open. The inly feedback I would have is that the master bed does not have much support, so my back was a little sore in the mornings after sleeping on it. Overall would absolutely ..."

Reviewed on 23 Jun 2025

Welcome to this patch of serenity on the river's edge, to this hideaway.
RIVERKEEPER INN, Waterfront Property on the Potomac River

RIVERKEEPER INN, Waterfront Property on the Potomac River

Harper's Ferry, WV
Stay at this cottage in Harpers Ferry. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Harpers Ferry National Historical Park and Antietam ...
9.2/10 Wonderful! (121 reviews)
Peaceful and relaxing
"We were able to lounge on the boat and the dock. We got in the water with the pups and also hung out on the deck area while having our Bolivar Bakery breakfast and coffee."

Reviewed on 17 Jul 2025

RIVERKEEPER INN, Waterfront Property on the Potomac 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.

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