Shepherdstown Holiday Packages

Save when you book Shepherdstown package deals

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Top Shepherdstown holiday packages

Price found within the past 48 hours. Click for updated prices.
Hotel Nell - Union Market
The Hay-Adams
Willard InterContinental Washington by IHG
The Jefferson, Washington, DC
The Watergate Hotel

Book your Shepherdstown holiday

Do you want to save some dollarydoos with Wotif?

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 $245 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. Accommodations 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
The price is AU$229 per night from 20 Apr to 21 Apr
AU$229
includes taxes & fees
20 Apr - 21 Apr
❤️ Secluded 1940s Romantic Tiny House on the River: Cabin with free WiFi and parking. Located on a river.
Lovely stay!
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been ..."

Reviewed on 29 Jan. 2025

❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access

Shepherdstown
The price is AU$466 per night from 6 Apr to 7 Apr
AU$466
includes taxes & fees
6 Apr - 7 Apr
Charming Cabin in the Woods with River Access: Pet-friendly cabin with free WiFi and parking. Located on a river.
Great time
"Perfect couples get away!"

Reviewed on 23 Feb. 2025

Charming Cabin in the Woods with River Access
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub

Shepherdstown
Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub: Holiday home with free WiFi and 1 hot tub. Located on the waterfront.
A Fantastic Rental Experience for Our 2025 New Year's Family Holiday!
"Our family had an unforgettable New Year's holiday at this incredible rental property! From the moment we arrived, we were amazed by the beautiful house, its spaciousness, and the plethora of facilities available to accommodate everyone in our group. The property was clean, well-organized, and tastefully ..."

Reviewed on 6 Jan. 2025

Graycliff Hall: Riverfront Estate w/ Heli Pad, Private Chef, Hot Tub
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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.