Hampshire County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Hampshire County

Romney, Hythe and Dimchurch miniature steam railway engine
FlightsFlightsHotelsHotels

Romney

Romney
Springfield and Central Illinois African American History Museum Exterior, Springfield, Illinois
FlightsFlightsHotelsHotels

Springfield

Springfield

Top hotels in Hampshire County

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
The price is 2.347.607 ₫ per night from 7 Jun to 8 Jun
2.347.607 ₫
3.608.991 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (1,556 reviews)
Beautiful setting

Reviewed on 14 May 2026

Rocky Gap Casino & Resort
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is 2.171.963 ₫ per night from 8 Jun to 9 Jun
2.171.963 ₫
2.460.833 ₫ total
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
Last minute decision and was a great idea. Spark was clean, friendly staff worth it. It is a lower end Hilton but definitely worth it.

Reviewed on 14 May 2026

Spark by Hilton Winchester
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
The price is 2.217.184 ₫ per night from 28 May to 29 May
2.217.184 ₫
2.527.590 ₫ total
28 May - 29 May
includes taxes & fees
7/10 Good! (1,009 reviews)
Clean, friendly check in

Reviewed on 12 May 2026

Ramada by Wyndham Cumberland Downtown
See all 917 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 1null000null000 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.

Explore a world of travel with Expedia