Shepherdstown

Travel Guide

A street lined with brick buildings, including a bank and a restaurant.
A historic street with red brick buildings, a church steeple, and a sign for a local shop.
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.
A vintage storefront with a sign reading "Open Soon... Pop on in!" and a vintage suitcase.

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 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 CA $138 per night from Oct 18 to Oct 19
CA $138
CA $154 total
Oct 18 - Oct 19
includes taxes & 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 ...
8/10 Very good! (324 reviews)
"Clean hotel with reasonable rates. The bed was comfortable and we loved that there was a regular size refrigerator to use in the room. Close proximity to local pubs and grocery stores."

Reviewed on Sep 20, 2026

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

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is CA $58 per night from Oct 1 to Oct 2
CA $58
CA $149 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this cabin in Shepherdstown. Enjoy free WiFi, a garden, and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
9.6/10 Exceptional! (85 reviews)
"I absolutely enjoyed my stay at the Stone Cottage. It was exactly what I was looking for—a quiet, peaceful solo getaway with no distractions and plenty of space to simply relax and enjoy being alone. The property was just as described and provided the perfect setting for some much-needed quiet time.The ..."

Reviewed on Sep 12, 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

2.5 out of 5
25 Union St Harpers Ferry WV
Fully refundable
The price is CA $141 per night from Sep 29 to Sep 30
CA $141
CA $158 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn Harpers Ferry - Charles Town
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.
9.6/10 Exceptional! (85 reviews)
"I absolutely enjoyed my stay at the Stone Cottage. It was exactly what I was looking for—a quiet, peaceful solo getaway with no distractions and plenty of space to simply relax and enjoy being alone. The property was just as described and provided the perfect setting for some much-needed quiet time.The ..."

Reviewed on Sep 12, 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 WiFi, free parking, and private hot tubs. Popular attractions Lift Off Quad Ski Lift and Magic Carpet Ski Lift ...
10/10 Exceptional! (26 reviews)
"This space provided such a beautiful, serene experience. Could not have asked for anything more. They had everything we needed from fire starter to bottled water. There are so many delicate touches that made the space that much more comfortable. The bed was incredibly cozy, the heated floors were ..."

Reviewed on Sep 20, 2026

Mirror Villas - Modern Retreat with private hot tubs and mountain view
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Harpers Ferry WV
Stay at this apartment in Harpers Ferry. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Harpers Ferry National Historical Park ...
9.2/10 Wonderful! (47 reviews)
"We spent two nights at this property. The room was mostly clean—it's clear they mopped and kept the bathroom clean. There were a few spiderwebs that have been missed. What was most concerning was the bedding. The sheets and comforter were clean, but when I opened the fuzzy blankets, they left tons ..."

Reviewed on Aug 31, 2026

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
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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