Shepherdstown Travel Guide

Tourist Guide

A historic street with red brick buildings, a church steeple, and a sign for a local shop.
A town with a prominent clock tower, red-roofed buildings, and autumn-colored trees.
A street lined with brick buildings, including a bank and a restaurant.
A street with a red brick building, a sign for Maria's Taco, and a sign for Grapes & Grains Gourmet.
A row of bicycles parked against a metal bike rack on a city street.

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 £75 per night from 6 Dec to 7 Dec
£75
6 Dec - 7 Dec
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 ...
Quality Inn Shepherdstown
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is £71 per night from 6 Dec to 7 Dec
£71
6 Dec - 7 Dec
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.
9.6/10 Exceptional! (88 reviews)
"This was our second trip here this year. We will definitely be planning to come again. It is so secluded and intimate."

Reviewed on 4 Oct 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
The price is £71 per night from 6 Dec to 7 Dec
£71
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Country Inn & Suites by Radisson, Hagerstown, 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.
9.6/10 Exceptional! (88 reviews)
"This was our second trip here this year. We will definitely be planning to come again. It is so secluded and intimate."

Reviewed on 4 Oct 2026

❤️ Secluded 1940s Romantic Tiny House on the River
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 chalet in Mercersburg. Enjoy free Wi-Fi, free parking and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet Ski Lift ...
10/10 Exceptional! (30 reviews)
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Reviewed on 25 Oct 2026

Mirror Villas - Modern Retreat with private hot tubs and mountain view
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Frederick MD
Stay at this holiday home in Frederick. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions National Museum of Civil War Medicine ...
9.2/10 Wonderful! (149 reviews)
"House was in a good location and well furnished but the host was very rude about us using provided linens and not cleaning the house even though we followed all the checkout instructions, which were minimal. Tried to leave them a nice message about our stay and got fussed at. Would not ..."

Reviewed on 12 Nov 2026

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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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