
Eastern Panhandle Vacation Packages
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Your Eastern Panhandle Vacation
Leave the planning to us with an Eastern Panhandle vacation package. With everything arranged before you depart, the only thing you'll need to do is sit back, chill out and experience this destination's wonders to the fullest. With so much to explore on a trip to Eastern Panhandle, it can be difficult to know where to start. Kick off your journey in Winchester at Shenandoah Valley Discovery Museum and Dinosaur Land — two leading attractions here. Another city worthy of a spot on your itinerary is Martinsburg. Don't miss Martinsburg Mall and Chesapeake and Ohio Canal. Expedia is a one-stop shop for organizing your Eastern Panhandle vacation. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.
Top Eastern Panhandle Vacation Deals

Kellogg Conference Hotel at Gallaudet University
Reviewed on Aug 28, 2026


Sofitel Washington DC Lafayette Square
Reviewed on Aug 28, 2026

Hotel Hive
Reviewed on Aug 27, 2026
Where to stay in Eastern Panhandle

Timberline
If you're spending some time in Timberline, Timberline Four Season Resort and Canaan Valley are top sights worth seeing.

The Woods
If you're spending some time in The Woods, Sleepy Creek Wildlife Management Area and The Woods Resort Mountain View Course are top sights worth seeing.

Old Timberline
While Old Timberline might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Timberline Four Season Resort and Canaan Valley.

Old Town Winchester
Old Town Winchester is known for its ample dining options, and you can make a stop by Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.

Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.
Ready to book your vacation to Eastern Panhandle?
Eastern Panhandle Hotel Deals

Quality Inn Harpers Ferry - Charles Town

Keyser Inn

The Country Inn of Berkeley Springs
"We always stay at The Country Inn while visiting Berkeley Springs, West Virginia. The location is perfect for parking your car and just walking to the shops and cafes. The weekend usually offers a street market which is also walkable from the Inn. The Spa at the Inn is very nice, but this trip didn't ..."
Reviewed on Aug 26, 2026
Stay near popular Eastern Panhandle attractions

Harpers Ferry National Historical Park
Canaan Valley Ski Resort

Canaan Valley
Summit Point Motorsports Park

Blackwater Falls









