Shepherdstown, WV

Travel Guide

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

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
$95 nightly
The price is $107 total per night from Sep 21 to Sep 22
$107 total
Sep 21 - Sep 22
Total with taxes and 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! (163 reviews)
Review
"Such a friendly environment, clean, and newly renovated."

Reviewed on Aug 21, 2025

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

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
$122 nightly
The price is $135 total per night from Sep 1 to Sep 2
$135 total
Sep 1 - Sep 2
Total with taxes and 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! (60 reviews)
"I left the children’s age for a purpose. Because y’all made us feel like we were high school kids again. Absolutely gorgeous views for a step up from tent camping. We will be back thank you"

Reviewed on Aug 3, 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
$90 nightly
The price is $100 total per night from Sep 2 to Sep 3
$100 total
Sep 2 - Sep 3
Total with taxes and 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! (1,090 reviews)
"The hotel is quite and clean."

Reviewed on Aug 21, 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! (60 reviews)
"I left the children’s age for a purpose. Because y’all made us feel like we were high school kids again. Absolutely gorgeous views for a step up from tent camping. We will be back thank you"

Reviewed on Aug 3, 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Charming 1-bedroom cottage in Shepherdstown walking distance

Charming 1-bedroom cottage in Shepherdstown walking distance

Shepherdstown
Stay at this vacation home in Shepherdstown. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Shepherdstown Opera House and Shepherdstown ...
10/10 Exceptional! (2 reviews)
Great little cottage in a beautiful town
"Everything went super smoothly. Nancy is an excellent communicator. It’s only a 10 minute walk to the main strip and that walk is through a beautiful neighborhood with friendly folks all around. 10/10 would stay again."

Reviewed on May 27, 2025

Charming 1-bedroom cottage in Shepherdstown walking distance
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! (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 Jun 23, 2025

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