Hampshire County Vacations & Trips

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Your Hampshire County Vacation

Book a vacation package to Hampshire County and make planning your adventure quick and easy. With the finer details taken care of before you leave, you can focus on enjoying every moment in this destination. If you're putting together a schedule of where to go during your trip to Hampshire County, top cities like Romney and Paw Paw should be included. Expedia has everything you need for planning your Hampshire County vacation. From hotels and flights, to activities and more, we know how to create a travel experience like no other.

Top destinations in Hampshire County

Find the Best Hampshire County Vacation Packages

Hampshire County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

Hampshire County Hotel Deals

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
$136 nightly
The price is $155 total per night from Nov 25 to Nov 26
$155 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (1,731 reviews)
"The property is beautiful. Our room was very clean. The front desk staff was very nice and we were able to check in a little early. Signatures Bar and Grille had great food. We would love to come back in the summer to take advantage of all of the outdoor activities!"

Reviewed on Nov 8, 2026

Rocky Gap Casino & Resort
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $77 total per night from Dec 1 to Dec 2
$77 total
Dec 1 - Dec 2
Total with taxes and fees
Travelodge by Wyndham 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
$70 nightly
The price is $79 total per night from Nov 10 to Nov 11
$79 total
Nov 10 - Nov 11
Total with taxes and fees
Ramada 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.

Stay near popular Hampshire County attractions

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.