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.

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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

Quality Inn Shepherdstown

2.5 out of 5
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

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

❤️ 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

❤️ Secluded 1940s Romantic Tiny House on the River
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
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

Hilton Garden Inn Frederick
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.