Shepherdstown, WV

Travel Guide

Shepherdstown which includes heritage elements, a small town or village and street scenes
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

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.

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Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
$76 nightly
The price is $85 total per night from Mar 22 to Mar 23
$85 total
Mar 22 - Mar 23
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 ...
7.8/10 Good! (214 reviews)
Horrible check in experience.

Reviewed on Feb 24, 2026

Quality Inn Shepherdstown
Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Shepherdstown WV
Stay at this castle in Shepherdstown. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Killiansburg Cave and Cress Creek ...
10/10 Exceptional! (1 review)
Beautiful area!

Reviewed on Sep 1, 2025

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
$95 nightly
The price is $105 total per night from Mar 9 to Mar 10
$105 total
Mar 9 - Mar 10
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! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on Jan 25, 2026

❤️ Secluded 1940s Romantic Tiny House on the 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.
❤️ 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 WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
9.8/10 Exceptional! (71 reviews)
Good value with all you need in the little house. Quiet, simple, and sweet.

Reviewed on Jan 25, 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views

Shepherdstown WV
Stay at this vacation home in Shepherdstown. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Killiansburg Cave and Antietam ...
10/10 Exceptional! (15 reviews)
Our host was very prompt and thorough with all communications. The house was exceptionally clean with all necessary amenities. The location was very accessible despite some recent inclement weather. The best part of all was the glorious view. We enjoyed daily sightings of bald eagles! Our stay was ...

Reviewed on Feb 10, 2026

Exclusive Wooded Chalet w Magnificent River Views
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view

3.5 out of 5
13571 Blairs Valley Rd Mercersburg PA
Stay at this guesthouse in Mercersburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Whitetail Ski Resort and Lift Off Quad Ski Lift ...
9.6/10 Exceptional! (5 reviews)
Love it .!

Reviewed on Dec 7, 2025

Mirror Villas - Modern Retreat with private hot tubs and mountain view
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.

Popular places to visit

Things to do

Reviews of Shepherdstown

4.4
Top Destination
5 - Excellent
22
5 - Excellent 50%
4 - Good
21
4 - Good 48%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
1
1 - Terrible 2%

1/5 - Terrible

Verified traveler

Train tracks are loud and run right through the city.

5/5 - Excellent

Verified traveler

Lovely little town.

5/5 - Excellent

Verified traveler

Quaint little town with good food, shopping, history, buildings, and Shepherd University.

4/5 - Good

Verified traveler

Quaint little village with interesting local shops and restaurants.

5/5 - Excellent

Verified traveler

Quaint town French bistro great food!

5/5 - Excellent

Darlene

Beautiful walking paths. Nice shops also Near Antietam Battlefield and only about 20 minutes to Harpers Ferry.

Cities near Shepherdstown

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