Hampshire County Holidays

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Top destinations in Hampshire County

Late afternon light on the grassy shoreline of the Potomac River.; Paw Paw, West Virginia.
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Paw Paw

Paw Paw

Our pick of the best Hampshire County Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
The price is NZ$215 per night from 27 Apr to 28 Apr
NZ$215
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,529 reviews)
Absolutely the very best service and facilities.

Reviewed on 22 Apr 2026

Rocky Gap Casino & Resort
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
10/10 Exceptional! (61 reviews)
It was clean, the property was extremely cute and our family and dog had a blast. The area is great too, we were able to do a hike, see sights and explore the little historic town and still get McD's on the way home! Recommend highly.

Reviewed on 13 Apr 2026

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Dreamtime - Modern A-frame Cabin w/ Hot tub
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
The price is NZ$251 per night from 3 May to 4 May
NZ$251
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Breakfast was not included. Hotel was centrally located within access to restaurants. The room was nicely appointed yes and I especially liked the duvet. I would highly recommend this property if you are planning a trip to Winchester.

Reviewed on 21 Apr 2026

The George Washington Hotel, A Wyndham Grand Hotel
See all 921 properties in Hampshire County
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.

Frequently asked questions

How much does a Hampshire County holiday package cost?
Starting from as low as , a package is your ticket to cheaper travel. Put together your Hampshire County escape by choosing from our extensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Hampshire County?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Pick a combination that best fits you and watch your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1 000 000 hotels from all over the world, which lets you customize your Hampshire County adventure.
What are the top hotels in Hampshire County?
For hotels in Romney with friendly service and cosy beds, look up Cosy Family Home With Kayaks, Dock And Fire Pit and Run Away To The Mountains Of Wv Peaceful Country Home Is Waiting For You. If you plan to explore Capon Bridge as well, you can look forward to a relaxing night's sleep at Glenstone Lodge or Country Inn & Suites by Radisson, Asheville Downtown Tunnel Road, NC.
How far in advance should I book my Hampshire County holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Hampshire County sometimes occur just a few weeks before departure.
What does an Expedia Hampshire County travel package include?
It comes down to what kind of trip you want to have. Hampshire County travel deals can include car rentals, flights and hotels. You can mix and match to find the travel package that suits your style and budget. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Hampshire County travel package?
A travel package can be customized for your circumstances and is a great way to make your money go further. How much you include is your call. Hotels, rental cars and flights — choose any combination that works with your plans.
Can I choose my airline with a Hampshire County Expedia holiday package?
You certainly can. We offer more than 550 airline partners worldwide, so choose the carrier that best suits your travel preferences.
If I'm not able to travel, can I cancel my Hampshire County holiday package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Hampshire County holiday package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more information, browse our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.