
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$156 per night from 21 Dec to 22 Dec
AU$156
21 Dec - 22 Dec
includes taxes & fees
7.8/10 Good! (200 reviews)
Excellent stay!
Reviewed on 13 Nov 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown WV
The price is AU$163 per night from 8 Dec to 9 Dec
AU$163
8 Dec - 9 Dec
includes taxes & fees
9.8/10 Exceptional! (64 reviews)
Cabin was so so cozy!
Reviewed on 24 Oct 2025

Hilton Garden Inn Frederick
7226 Corporate Ct Frederick MD
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 21 Dec to 22 Dec
AU$149
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
Friendly fast checkin
Reviewed on 24 Nov 2025
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.












