
Shepherdstown Holidays
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Your Shepherdstown Holiday
When you book a Shepherdstown holiday package, you can really enjoy your adventure to the fullest. Uncover the sights and sounds of this lively city knowing that everything has been taken care of in advance. Want to explore your surroundings? Shepherd University, Shepherdstown Opera House and Shepherdstown Museum are a few of the most popular places to visit during your trip to Shepherdstown. Whatever your travel plans or the size of your budget, putting together a tailored Shepherdstown holiday is easy with Expedia.
Shepherdstown Holiday
Shepherdstown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Hagerstown Regional Airport (HGR) |
Population | 2,100 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Big Cork Vineyards, Greenbrier State Park and Bolivar Heights Scenic Overlook |
Our pick of the best Shepherdstown Hotel Deals

Quality Inn Shepherdstown
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is AU$149 per night from 15 June to 16 June
AU$149
15 June - 16 June
includes taxes & fees
8/10 Very Good! (243 reviews)
"We stayed at this hotel while riding the C&O Tow Path. The staff was very supportive of accommodating our bicycles. There was a liced room for them. The included breakfast was plentiful with a variety of options. We would definitely stay here again."
Reviewed on 27 May 2026

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown WV
The price is AU$192 per night from 10 June to 11 June
AU$192
10 June - 11 June
includes taxes & fees

Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr Frederick MD
Fully refundable
The price is AU$152 per night from 7 June to 8 June
AU$152
7 June - 8 June
includes taxes & fees
8.2/10 Very Good! (1,311 reviews)
"Bad smell , shower did not drain, all around low quality"
Reviewed on 1 June 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











