Hampshire County Vacations & Trips

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Hampshire County Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is ₩147,696 per night from Sep 1 to Sep 2
₩147,696
₩219,675 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,248 reviews)
"My husband and I visited Rocky Gap for a weekend in August. We went to a comedy show Thursday night and enjoyed the small venue area for the comedian. The doors opened at 7 and once we sat down, we had access to a small bar in the room. No snacks or appetizers in the show room. The next day we hiked ..."

Reviewed on Aug 10, 2025

Rocky Gap Casino & Resort
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩141,491 per night from Sep 1 to Sep 2
₩141,491
₩153,944 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,121 reviews)
"Pet friendly, wonderful breakfast, clean, and great staff."

Reviewed on Aug 13, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is ₩118,598 per night from Aug 17 to Aug 18
₩118,598
₩133,172 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Bed comfort"

Reviewed on Aug 12, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 859 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 vacation 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 cozy beds, look up Cozy 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 vacation?
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 vacation 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 vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Hampshire County vacation 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.