Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: $99 total
Rating: 9

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

Romney, Hythe and Dimchurch miniature steam railway engine

The Latest Hampshire County Vacation Packages

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

Econo Lodge Inn & Suites Middletown - Winchester South

$451

per person

May 26 - May 29

found 1 day ago

Roundtrip flight included

Jacksonville (JAX) to Martinsburg (MRB)

5.8/10 (300 reviews)

A bit pricey for the quality

Reviewed on Mar 24, 2026

Wayside Inn

$503

per person

May 26 - May 29

found 1 day ago

Roundtrip flight included

Jacksonville (JAX) to Martinsburg (MRB)

9.2/10 Wonderful! (425 reviews)

Old building but clean and very comfortable. Perfect spot and price.

Reviewed on Mar 9, 2026

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

$120 nightly

$137 total

Apr 5 - Apr 6

Total with taxes and fees

9/10 Wonderful! (1,513 reviews)

Clean room and friendly staff

Reviewed on Apr 1, 2026

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV

$333 nightly

$371 total

Apr 21 - Apr 22

Total with taxes and fees

10/10 Exceptional! (57 reviews)

The house was beautiful and well taken care of. We had everything we needed to just hold up cozy in the house. The hot tub was a great ammenity.

Reviewed on Jan 23, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

Fully refundable

$91 nightly

$99 total

Apr 12 - Apr 13

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

Breakfast was excellent and all the staff were very friendly.

Reviewed on Mar 30, 2026

See all 914 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.