Name: Ramada by Wyndham Cumberland Downtown
Price range: $78 total

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

A valley with a river, surrounded by forested hills and a clear sky.

The Latest Hampshire County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Wayside Inn

$450

per person

Dec 26 - Dec 31

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Martinsburg (MRB)

9.2/10 Wonderful! (454 reviews)

Econo Lodge Inn & Suites Middletown - Winchester South

$455

per person

Dec 26 - Dec 31

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Martinsburg (MRB)

5.8/10 (331 reviews)

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

16701 Lakeview Road NE Cumberland MD

Fully refundableReserve now, pay when you stay

$126 nightly

$144 total

Dec 10 - Dec 11

Total with taxes and fees

9/10 Wonderful! (1,734 reviews)

"Clean, spacious room. The staff was kind and accommodating. The prices are OUTRAGEOUS no matter what you buy. A simple cocktail in a plastic cup was $10 and a draft beer was $7. A cold, microscopic roast beef sandwich with mayo packets was $12 and a large coffee was $7, not to mention the chocolate ..."

Reviewed on Nov 12, 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

Fully refundableReserve now, pay when you stay

$70 nightly

$77 total

Dec 1 - Dec 2

Total with taxes and fees

8.6/10 Excellent! (1,079 reviews)

"Great experience for a 1 night stay"

Reviewed on Nov 14, 2026

Ramada by Wyndham Cumberland Downtown

100 South George Street Cumberland MD

Fully refundableReserve now, pay when you stay

$69 nightly

$78 total

Dec 2 - Dec 3

Total with taxes and fees

See all 1,044 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.