Shepherdstown, WV

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 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
The price is NT$3,002 per night from Nov 15 to Nov 16
NT$3,002
NT$3,362 total
Nov 15 - Nov 16
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 ...
8.2/10 Very Good! (338 reviews)
"great location and helpful staff!"

Reviewed on 2026/10/18

Quality Inn Shepherdstown
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 NT$2,670 per night from Nov 15 to Nov 16
NT$2,670
NT$2,990 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,341 reviews)
"I really should have checked the latest reviews from 2026 rather than all the 10/10 reviews that came up before I booked. This place was dirty. I mean like stained floors outside the elevator dirty, and actual crumbles of something other than food on the floors. If a hotel can't keep its common areas ..."

Reviewed on 2026/10/18

Country Inn & Suites by Radisson, Hagerstown, MD
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 NT$2,915 per night from Oct 28 to Oct 29
NT$2,915
NT$3,265 total
Oct 28 - Oct 29
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. ...
8.8/10 Excellent! (1,008 reviews)
"Very clean and up to date. I felt very comfortable. Super easy parking. I do wish breakfast had a bit more variety. Also I could hear people talking in the next room most of the night."

Reviewed on 2026/10/19

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.
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! (28 reviews)
"Excellent"

Reviewed on 2026/10/16

Mirror Villas - Modern Retreat with private hot tubs and mountain view
Couples Cabin - 5 Mi to DT Berkeley Springs!

Couples Cabin - 5 Mi to DT Berkeley Springs!

3 out of 5
Berkeley Springs WV
Stay at this cottage in Berkeley Springs. Enjoy free parking and air conditioning. Popular attractions Ice House and Berkeley Springs Antique Mall are located ...
9/10 Wonderful! (2 reviews)
Perfect romantic getaway
"The cabin was perfect! Very clean and well maintained. Lots of little extras made the stay even better! Great communication as well."

Reviewed on 2025/10/5

Couples Cabin - 5 Mi to DT Berkeley Springs!
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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