Shepherdstown Holiday Packages

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Allow us to bundle your flights and accommodation into one convenient package.

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

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Graycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub

Shepherdstown WV
Stay at this castle in Shepherdstown. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Killiansburg Cave and Cress Creek Country ...
Beautiful area!

Reviewed on 1 Sept 2025

Opens in a new windowGraycliff Retreat:Unforgettable experience at this 11BR Estate;Game Room+Hot tub
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown WV
The price is NZ$227 per night from 6 Apr to 7 Apr
NZ$227
6 Apr - 7 Apr
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 the perfect Valentine's getaway weekend for us. I booked the stay as a surprise, and my partner loved it. We are already talking about coming back some time. It was tidy, intimate, and peaceful. We cooked over the fire the first night, then on the grill the next night because it was raining. ...

Reviewed on 16 Feb 2026

Opens in a new window❤️ Secluded 1940s Romantic Tiny House on the River
Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is NZ$149 per night from 2 Apr to 3 Apr
NZ$149
2 Apr - 3 Apr
includes taxes & fees
Stay at this hotel in Shepherdstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Maddex Square and Shepherdstown Opera House are located ...
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.