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, 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.

❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
The price is AU$223 per night from 18 Mar to 19 Mar
AU$223
includes taxes & fees
18 Mar - 19 Mar
Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Shepherdstown Visitors Center are located ...
9.8/10 Exceptional! (51 reviews)
Lovely stay!
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been ..."

Reviewed on 29 Jan. 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River Access
Shepherdstown
Stay at this cabin in Shepherdstown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Kennedy ...
9.6/10 Exceptional! (17 reviews)
Great get-away spot!
"Great experience. Cabin is as shown, very comfortable, easy access. 10 min to Shepherdstown, lots of great restaurants and shops there. Our dates ended up being over the severe cold/snow in January 2025, so we didn't do much hiking or anything on the river, but it was a lovely environment, very peaceful ..."

Reviewed on 30 Jan. 2025

Charming Cabin in the Woods with River Access
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 AU$143 per night from 24 Mar to 25 Mar
AU$143
includes taxes & fees
24 Mar - 25 Mar
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! (1,012 reviews)
"It is a nice hotel. The only problem is beds are small. It's difficult for 2 people to sleep in the beds. Other than that they were clean and nice and had breakfast."

Reviewed on 7 Mar. 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 Shepherdstown Visitors Center are located ...
9.8/10 Exceptional! (51 reviews)
Lovely stay!
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been ..."

Reviewed on 29 Jan. 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access
Charming Cabin in the Woods with River Access
Shepherdstown
Stay at this cabin in Shepherdstown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Kennedy ...
9.6/10 Exceptional! (17 reviews)
Great get-away spot!
"Great experience. Cabin is as shown, very comfortable, easy access. 10 min to Shepherdstown, lots of great restaurants and shops there. Our dates ended up being over the severe cold/snow in January 2025, so we didn't do much hiking or anything on the river, but it was a lovely environment, very peaceful ..."

Reviewed on 30 Jan. 2025

Charming Cabin in the Woods with River Access
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 patios. Our guests praise the property condition in our reviews. ...
9.8/10 Exceptional! (60 reviews)
Family meeting in wva
"Loved everything. Quiet, peaceful….loved the small deck off the upstairs bedroom."

Reviewed on 23 Sep. 2024

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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