Shepherdstown Holiday Packages

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With your extra funds, you won't run short of things to do in Shepherdstown.

How does an additional sound? That's exactly how much you could save if you book today. And remember — you've got the freedom to pick and choose from more than 550 partner airlines and 665,000 worldwide properties.

With some of the most attractive deals under the sun, you'll be leaving the runway in no time at all. So, grab your suitcase and let's get this show on the road.

Shepherdstown Accommodation

Got a party trick? We do. Ours is pulling together the best offers around town so that you can enjoy the absolute best getaway at the lowest possible price. Accommodation in Shepherdstown are limited, so it'd be wise to lock in your fave soon.

Our top picks are the Bavarian Inn (164 Shepherd Grade Rd) and the Thomas Shepherd Inn (300 West German St). They both have top reviews and comfy beds, so why not check out the rates and amenities and then take your pick?

Car Hire in Shepherdstown

There aren't any car rental outlets right at Eastern West Virginia Regional Airport, but that doesn't mean you'll have to take the bus everywhere. Enterprise (901 N Queen St) is only a short drive away and will be able to fix you up with some wheels.

Holidays to Shepherdstown

It's time to quit saving all those dreamy travel pics as your background and make your holiday dreams come to life in Shepherdstown. Want to know where to begin? With a few key facts of course.

So, how can you get to this neighbourhood from the heart of Martinsburg? Easy. Journey east for 13 kilometres.

It's the people that can make an adventure truly unforgettable. So while you're staying in Shepherdstown, why not venture out of town for a while and meet some of the other 17 000 locals that call Martinsburg their home?

Top Shepherdstown hotels

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is NZ$243 per night from 9 July to 10 July
NZ$243
9 July - 10 July
includes taxes & fees
Stay at this cabin in Shepherdstown. Enjoy free Wi-Fi, a garden and patios. Popular attractions Rumsey Monument and Scarborough Library are located nearby.
"This was a perfect place to relax and enjoy some quiet time! Loved the location and place was clean!"

Reviewed on 13 June 2026

Opens in a new window❤️ Secluded 1940s Romantic Tiny House on the River
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd Hagerstown MD
Fully refundable
The price is NZ$198 per night from 26 July to 27 July
NZ$198
26 July - 27 July
includes taxes & fees
Stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
"Location and room were wonderful. Staff were friendly and efficient. A another great stay at this location."

Reviewed on 27 June 2026

Opens in a new windowCountry Inn & Suites by Radisson, Hagerstown, MD
Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is NZ$172 per night from 26 July to 27 July
NZ$172
26 July - 27 July
includes taxes & fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maddex Square and Bane Harris Community Park are ...
"The room was clean and comfortable. Great price!"

Reviewed on 25 June 2026

Opens in a new windowQuality Inn Shepherdstown
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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.