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

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.
Save 100% on your flight
CA $705
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (2,044 reviews)
It was a nice experience.

Reviewed on Sep 24, 2026

Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

Save 100% on your flight
CA $1,899
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9.8/10 Exceptional! (34 reviews)
Nice

Reviewed on Sep 11, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
Save 100% on your flight
CA $861
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,249 reviews)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

Northeast
CA $725
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.4/10 Very good! (1,005 reviews)
I don't mind paying $650 for two nights if the property is worth it. The breakfast was less than stellar, The heat in my room was unadjustable, The toilet paper holder was non-existent. I understand this is only a three-star facility but when you are charging four star prices I expect these things to be better done.

Reviewed on Sep 25, 2026

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

Northwest
CA $726
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,003 reviews)

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, The Woods Resort Mountain View Course and Sleepy Creek Wildlife Management Area are top sights worth seeing.

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

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 Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

A waterfall surrounded by autumn-colored trees.

Northface

If you're looking for some top things to see and do in Northface and surrounding area, you can visit Timberline Four Season Resort and Canaan Valley.

Ready to book your vacation to Eastern Panhandle?

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Eastern Panhandle Hotel Deals

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV
Fully refundable
CA $135
CA $151 total
Oct 26 - Oct 27
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"This hotel is nothing fancy. However, it was clean, quiet, and the staff was friendly. It is also very conveniently located to Harper’s Ferry. I would recommend staying here."

Reviewed on Sep 24, 2026

Quality Inn Harpers Ferry - Charles Town
Keyser Inn

Keyser Inn

51 Josie Drive Keyser WV
Fully refundableReserve now, pay when you stay
CA $113
CA $126 total
Oct 17 - Oct 18
includes taxes & fees
Keyser Inn
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
CA $296
CA $376 total
Oct 12 - Oct 13
includes taxes & fees
9.8/10 Exceptional! (72 reviews)
"Loved our stay, nice and quiet."

Reviewed on Sep 8, 2026

Dreamtime - Modern A-frame Cabin w/ Hot tub
See all 1,830 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.

Stay near popular Eastern Panhandle attractions

A stone staircase with orange flowers, a church spire, and a white picket fence.

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.
See properties
A rural landscape with a river, a building with a purple roof, and a leafless tree.
Photo by Andy Nagel

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.
See properties
A two-lane road winding through a forest with a speed limit sign of 35 mph.
Photo by Silver Tey

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.
See properties
A snowy ski slope with skiers, a mountain range, and a valley.

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.
See properties
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.
See properties

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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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.
See properties

Frequently asked questions

How much does an Eastern Panhandle vacation package cost?
Customize your Eastern Panhandle package from as little as CA $705. Choose from any combination of hotels, flights and rental cars to craft the trip of your dreams. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Eastern Panhandle?
Our Eastern Panhandle vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and activities into one neat package. But low prices are just the beginning of your next epic adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 properties around the world to pick from. No matter your style, there's a package that's perfect for you.
What are the top hotels in Eastern Panhandle?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel welcome in Garrett County. If your travel plans also include McHenry, look up Princess Royale Oceanfront Resort and La Quinta Inn & Suites by Wyndham Baltimore BWI Airport. Both are very popular with travelers.
How far in advance should I book my Eastern Panhandle vacation?
To score discount prices, book early. Air carriers typically begin selling tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and activities should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Eastern Panhandle, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Eastern Panhandle travel package include?
Expedia has all you need to arrange your Eastern Panhandle trip, but what your package looks like is entirely up to you. Choose from any combination of rental cars, hotels and flights. In search of a few activities to keep you entertained? Once you've made your booking, you can add them too. No matter your budget, there's a vacation package to match your needs.
What should I know before booking an Eastern Panhandle travel package?
A travel package can be customized for your circumstances and is a fantastic way to stretch your hard-earned dollars. What you include is up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with an Eastern Panhandle Expedia vacation package?
You certainly can. Expedia has access to more than 550 partner airlines across the globe, so select the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my Eastern Panhandle vacation package?
Plans can change in the blink of an eye, so yes, you can. You may be able to cancel and rebook your Eastern Panhandle vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make changes, but your airline, hotel or car rental company may charge additional fees. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

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