Cheap Flights to Hampshire County (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Travelers ❤️ These Hampshire County 🏨

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
16701 Lakeview Road NE Cumberland MD
Book a stay at this spa hotel in Cumberland. Enjoy free parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rocky Gap Casino and Golf Course and Lake Habeeb Beaches are located nearby.
9/10 Wonderful! (1,639 reviews)
"The room was clean and the amenities were good."

Reviewed on Jul 12, 2026

Opens in a new windowRocky Gap Casino & Resort
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
9.2/10 Wonderful! (1,033 reviews)
"The room was very narrow. Only one person could pass tge bed at a time. There was no dressers to out clothes in. They only had hooks that you could hang up clothes. There was no closet in the room and no microwave. The only garbage pail was a small pail that was divided in half without a bag which ..."

Reviewed on Jul 13, 2026

Opens in a new windowTRU By Hilton 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
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
9.2/10 Wonderful! (1,018 reviews)
"Highly recommend. Good location and great amenities. Very clean."

Reviewed on Jul 12, 2026

Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street Cumberland MD
Book a stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Cumberland Historic District and Allegany Museum are located nearby.
7/10 Good! (1,008 reviews)
"………………………..pppp.gggggggggsssssssssss"

Reviewed on Jul 12, 2026

Opens in a new windowRamada by Wyndham Cumberland Downtown
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 is the cheapest flight to Hampshire County?
Travelers were able to book a roundtrip flight to Hampshire County for as little as during the last seven days. If you spot a good bargain, get in quick. Cheap deals don't hang about forever! This price was available on Travelocity for flights to Hampshire County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Hampshire County?
For the best shot at grabbing an excellent flight deal, time your getaway in . Based on Travelocity's direct flight demand between January and December last year, it's the cheapest time to hop on a plane to Hampshire County.
How can I check my flight status to Hampshire County?
"Trips" has you sorted when it comes to information related to your flight to Hampshire County. Our convenient customer portal lets you handle everything in the one place, from checking your flight status to making updates to your itinerary. Click on Trips at the top of the Travelocity homepage and then sign in to your account or create a new one. Or, download the Travelocity app and access your information while you're on the move. Whether you've got the family flying with you or you're going solo, all your bookings are at your fingertips.
How do I find the best deals on flights to Hampshire County?
Here are some tips — book early, avoid vacation periods and be flexible with your travel dates. If your dates aren't set in stone, search for your flight to Hampshire County on Travelocity and click on "Flexible dates" above your results. This will help you find any cheaper fares on a nearby day. was the best price for a roundtrip flight to Hampshire County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Hampshire County with Travelocity?
From cheap flights to Hampshire County to rental cars and hotels, Travelocity has got you covered for epic adventures. With everything you need in one place, you can spend more time thinking about all the wonderful things that await you in Hampshire County and less time on the nitty-gritty of travel planning. Plus with our Price Match Guarantee and free cancellation on most activities, our goal is to make your next getaway the most magical one yet.
What are the most popular flight routes to Hampshire County?
Whether you're organizing a short trip or a long vacation, we can help you secure your ideal flight to Hampshire County. Well-known flight routes to this destination include:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Washington Dulles Intl. Airport (IAD) - 1,859 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Washington Dulles Intl. Airport (IAD) - 1,347 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Washington Dulles Intl. Airport (IAD) - 1,321 flights a month.

How much is a flight to Hampshire County on average?
In the last seven days, roundtrip flights to Hampshire County were priced between and . No matter what type of fare you're after, we've got some excellent deals to help you stay within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Hampshire County?
Where you depart from will typically determine how many hours your direct flight to Hampshire County will be. Here are a handful of the leading routes to Hampshire County and average journey times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Washington Dulles Intl. Airport (IAD) - 1 hour and 47 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Washington Dulles Intl. Airport (IAD) - 1 hour and 29 minutes
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Washington Dulles Intl. Airport (IAD) - 1 hour and 29 minutes

What can I expect on a flight to Hampshire County?
The time your flight takes and whether you book with a full-service or budget airline will be a major factor. If you're seeking long-haul flights to Hampshire County, drinks, food and entertainment will come standard. Want cheap flights for family vacations? Check out your options with budget carriers. Normally, these airlines don't offer as many inclusions, or you may have to pay extra for them.