
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$118 per night from 25 Jan to 26 Jan
AU$118
25 Jan - 26 Jan
includes taxes & fees
7.8/10 Good! (209 reviews)
Nice hotel in great condition, for a reasonable price. Staff has been excellent!
Reviewed on 23 Dec 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown WV
The price is AU$159 per night from 20 Jan to 21 Jan
AU$159
20 Jan - 21 Jan
includes taxes & fees
9.6/10 Exceptional! (68 reviews)
Cozy home, great location, and kind and helpful host. Would like to stay again.
Reviewed on 21 Dec 2025

Hampton Inn Martinsburg
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 29 Jan to 30 Jan
AU$144
29 Jan - 30 Jan
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
I was in room 516. The front desk staff was nice . Breakfast needed some improvement. For example the oatmeal was not completely cooked in the crock pot Pork was the only meet option. Bed was comfortable, good shower. Thermostat worked fine. Only alarming issue was the power went out in the whole ...
Reviewed on 12 Jan 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.











