Eastern Panhandle Vacation Packages 2026 from $298

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.

The Latest Eastern Panhandle vacation packages

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

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$298

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,002 reviews)

Beautiful hotel. Loved it and convenient. Shuttle bus even picks up up and drop you off right in front from Amtrak station to hotel. Staff was wonderful. Arwa clean. Literally in a college campus.

Reviewed on Aug 28, 2026

The Poppy Georgetown

Northwest

$830

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (589 reviews)

The River Inn

Northwest

Save 100% on your flight

$440

per person

Sep 30 - Oct 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (2,084 reviews)

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$680

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,253 reviews)

Phoenix Park Hotel

Northwest

Save 100% on your flight

$429

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (2,172 reviews)

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Where to stay in Eastern Panhandle

Find the best Eastern Panhandle areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Panhandle

A mountainous landscape with autumn-colored trees and rock formations.

Timberline

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

A river winding through a dense forest with a mountain in the background.

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.

A white neoclassical building with columns, an American flag, and a clock tower.

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.

A stone building with a sign reading "W. 8th Street."

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Stay near popular Eastern Panhandle attractions

A stone pathway leading to a red brick building with a stone wall on one side.

Harpers Ferry National Historical Park

9.4/10 (865 reviews)

Browse exhibitions, hike across Civil War battlefields and take part in cooking, blacksmithing and tin-making workshops at this historic park.

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A rural landscape with a river, a building with a purple roof, and a leafless tree.

Canaan Valley Ski Resort

9.2/10 (90 reviews)

Hit the slopes in Davis with a visit to Canaan Valley Ski Resort. Discover the waterfalls and mountain views in this relaxing area.

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Canaan Valley

10.0/10 (1 review)

Connect with nature in this mountainous region, where undeveloped landscapes provide opportunities for camping, hiking, fishing and skiing.

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A two-lane road winding through a forest with a speed limit sign of 35 mph.

Summit Point Motorsports Park

8.4/10 (65 reviews)

You can take time to visit Summit Point Motorsports Park during your travels to Summit Point. While you're in the area, find time to visit its casinos.

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A wooden boardwalk leading to a multi-tiered waterfall surrounded by lush greenery.

Blackwater Falls

9.8/10 (124 reviews)

Commune with nature and explore the great outdoors at Blackwater Falls during your travels in Davis. Discover the area's waterfalls and mountain views.

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A gazebo with an American flag in a park with trees and buildings in the background.

Berkeley Springs State Park

9.0/10 (202 reviews)

Soak in therapeutic waters at Roman baths and learn about the history of the spa at the park’s museum.

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Potomac Eagle Scenic Railroad

9.4/10 (33 reviews)

You can learn about the history of Romney with a trip to Potomac Eagle Scenic Railroad. Make some time to visit the shops while you're in the area.

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Shenandoah University

8.8/10 (276 reviews)

Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.

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Eastern Panhandle Hotel Deals

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

Fully refundable

$99 nightly

$111 total

Sep 3 - Sep 4

Total with taxes and fees

Keyser Inn

51 Josie Drive Keyser WV

Fully refundableReserve now, pay when you stay

$80 nightly

$90 total

Aug 29 - Aug 30

Total with taxes and fees

9/10 Wonderful! (1,003 reviews)

"The Keyser Inn was on the south side of Keyser, close to restaurants and shopping. It was a nice motel with nice beds. No elevator. Big parking lot, plenty of room for cars with trailers and trucks. Did not eat breakfast so I don't know what it was."

Reviewed on Aug 27, 2026

The Country Inn of Berkeley Springs

110 S Washington St Berkeley Springs WV

Fully refundableReserve now, pay when you stay

$130 nightly

$147 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

"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

See all 1,747 properties in Eastern Panhandle

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.