Eastern Panhandle Holidays
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Your Eastern Panhandle Holiday
Leave the planning to us with an Eastern Panhandle holiday 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 organising your Eastern Panhandle holiday. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.
Our guide on 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
Timberline
While visiting Timberline, you might make a stop by sights like Timberline Four Season Resort and Canaan Valley.
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
Old Timberline might not have many top sights, but Timberline Four Season Resort and Canaan Valley are two attractions nearby that you can check out.
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Shenandoah Valley Discovery Museum or Bright Box Theater.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.
Eastern Panhandle Holiday
Eastern Panhandle Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top Sights | Deep Creek Lake, Blackwater Falls State Park and Cacapon Resort State Park |
Our pick of the best Eastern Panhandle Hotel Deals
Quality Inn Harpers Ferry - Charles Town
25 Union St Harpers Ferry WV
Fully refundable
AU$152
9 Sept - 10 Sept
includes taxes & fees
Keyser Inn
51 Josie Drive Keyser WV
Fully refundableReserve now, pay when you stay
AU$125
29 Aug - 30 Aug
includes taxes & 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 27 Aug 2026
The Country Inn of Berkeley Springs
110 S Washington St Berkeley Springs WV
Fully refundableReserve now, pay when you stay
AU$204
30 Aug - 31 Aug
includes taxes & 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 26 Aug 2026
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
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.
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.
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.
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.
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.
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.
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.
Shenandoah University
8.8/10 (276 reviews)
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
Frequently asked questions
How much does an Eastern Panhandle holiday package cost?
Customize your Eastern Panhandle package from as little as . 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 holiday 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 travellers.
How far in advance should I book my Eastern Panhandle holiday?
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 holiday 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 holiday 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 holiday 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 holiday 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.
