Flights To Hampshire County - Cheap Flights Starting at

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Econo Lodge Inn & Suites Middletown - Winchester South
2.0-star property

Econo Lodge Inn & Suites Middletown - Winchester South

Aug 17 - Aug 22

5 night stay

Montreal (YUL) to Martinsburg (MRB)

Delta • Non-stop roundtrip • Coach
Price was CA $883, price is now CA $817 per person
CA $817
per person
found 5 hours ago
Wayside Inn
3.5-star property

Wayside Inn

Aug 17 - Aug 22

5 night stay

Montreal (YUL) to Martinsburg (MRB)

Delta • Non-stop roundtrip • Coach
Price was CA $1,149, price is now CA $1,055 per person
CA $1,055
per person
found 5 hours ago
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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! (1,568 reviews)
"The spa was absolutely wonderful! I felt very pampered. The pool is wheelchair accessible and the pool area was very clean. The Lakeview Grille did a fabulous job serving our party of 11. Food was delicious and our server was top tier. The kids loved the cornhole and beach. We will absolutely go ..."

Reviewed on May 23, 2026

Opens in a new windowRocky Gap Casino & Resort
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Abram's Delight and Apple Blossom Mall are located nearby.
9/10 Wonderful! (1,010 reviews)
"Everything was perfect. Easy to book, friendly staff , very clean and comfortable stay."

Reviewed on May 23, 2026

Opens in a new windowSpark by Hilton Winchester
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa are located nearby.
10/10 Exceptional! (62 reviews)
"Loved this cabin. Absolutely gorgeous area. Highly recommend."

Reviewed on Apr 13, 2026

Opens in a new windowDreamtime - Modern A-frame Cabin w/ Hot tub
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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! (1,002 reviews)
"The video concierge was unsettling and there were no signs to indicate what it was. Snacks were unpackaged randomly on a shelf and unlabled and unpriced. Vending machines were inoperable, the breakfast was a decent spread but the water jugs looked like they were manually refilled instead of clean ..."

Reviewed on May 23, 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.