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.
The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Price was CA $1,148, price is now CA $905 per person
CA $905
per person
Aug 27 - Aug 31
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,412 reviews)
Fantastic location. Great and helpful staff, especially Z at the bar. We loved our stay!

Reviewed on Jun 2, 2026

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was CA $1,555, price is now CA $1,134 per person
CA $1,134
per person
Jul 24 - Jul 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,853 reviews)
A great place in the heart of Annapolis! It’s very historic and a great atmosphere. My only gripe was that the bathroom windows didn’t open which made the bathroom way too and humid after showering but other than that, it was great!

Reviewed on Jun 6, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $2,248, price is now CA $1,708 per person
CA $1,708
per person
Aug 15 - Aug 22
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Convenient location and spacious rooms

Reviewed on Jun 3, 2026

Hotel Revival Baltimore

Hotel Revival Baltimore

4 out of 5
Mount Vernon
Price was CA $2,300, price is now CA $1,758 per person
CA $1,758
per person
Jul 17 - Jul 19
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,053 reviews)
Absolutely NOT luxury or upscale. I gave it the benefit of the doubt and just thought other reviewers were being unduly harsh because it’s in Baltimore City or because they were snobs. However, it didn’t take long for me to realize the reviewers were right. The breakfast was pretty good though. For the price of the breakfast, I would’ve rather been at any other hotel. I regretted my choice very quickly and kept telling my husband, “Never again!” There was an employee we passed in the hall who explained how the elevator worked. He was nice.

Reviewed on Jun 5, 2026

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Price was CA $1,898, price is now CA $1,492 per person
CA $1,492
per person
Jul 12 - Jul 17
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (71 reviews)
Everything was perfect, thank you!

Reviewed on May 15, 2026

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
Panorama of canaan valley mountains in Blackwater falls state park in West Virginia during colorful autumn fall season with yellow foliage on trees, rock cliff at Lindy Point

Timberline

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

Find hotels in Timberline

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

2.5 out of 5
25 Union St Harpers Ferry WV
Fully refundable
The price is CA $133 per night from Jul 7 to Jul 8
CA $133
CA $148 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (1,022 reviews)
"We arrived for a one night stay, less than 24 hours. We are a family of 4. Room was nice but on the smaller side. Bathroom was very small. Would recommend 2 rooms if staying longer. Breakfast was not bad either."

Reviewed on Jun 6, 2026

Quality Inn Harpers Ferry - Charles Town
Quality Inn Shepherdstown

Quality Inn Shepherdstown

2.5 out of 5
70 Maddex Square Dr Shepherdstown WV
Fully refundable
The price is CA $115 per night from Jul 5 to Jul 6
CA $115
CA $129 total
Jul 5 - Jul 6
includes taxes & fees
8/10 Very Good! (244 reviews)
"A very inexpensive place to hang your hat for a few days if you’re visiting the Civil War battlefields and the surrounding area, the staff is so so very helpful again I can’t say enough about the staff. They were kind helpful with places to go in places to see and yeah, I can’t say anything bad about ..."

Reviewed on Jun 3, 2026

Quality Inn Shepherdstown
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd Charles Town WV
Fully refundable
The price is CA $137 per night from Jul 6 to Jul 7
CA $137
CA $154 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Brianna was the nicest check in gal She was very helpful re the area. Outstanding employee Rooms very very clean and updated"

Reviewed on Jun 5, 2026

Holiday Inn Express Charles Town by IHG
See all 1,705 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.
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Discover the most popular places to visit in Eastern Panhandle

Berkeley Springs State Park

Berkeley Springs State Park

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

Berkeley Springs State Park

Smoke Hole Caverns

Commune with nature and explore the great outdoors at Smoke Hole Caverns during your travels in Cabins. Stroll along the lakeside or discover the area's mountain views.

Smoke Hole Caverns

Frequently asked questions

Can I cancel my flight booking to Eastern Panhandle due to COVID-19?
Our handy Customer Service Portal has useful information about changing or canceling your flight due to COVID-19. Before reserving your tickets, it's wise to scroll through the terms and conditions of your preferred carrier too.
What's the best way to find cheap flights to Eastern Panhandle that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to deliver you the most flexible fares on the market. Just mark the "No change fee" box directly beneath the "Flexible change policies" subheading to find your perfect flight to Eastern Panhandle.
What are some of the general tips for travelers to Eastern Panhandle during the COVID-19 outbreak?
The COVID-19 pandemic has resulted in significant changes to the way we travel. If you're planning a vacation in Eastern Panhandle, the following tips will help you navigate these new rules and challenges:
  • Understand what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so check government advisories before booking.
  • Requirements state you must wear a face mask at the airport, including at security checkpoints. Be ready to adjust your mask for ID verification when asked by a TSA officer.
  • Avoid handing your boarding pass directly to a TSA employee. Rather, position the pass on the scanner and then hold it up so the agent can inspect it.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag and presented for screening.
  • Empty everything from your pockets, like your phone and wallet, and place them in your carry-on rather than into bins. This will minimize handling during screening.
  • If you're taking food on the plane, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA agent will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Eastern Panhandle?
Let American Airlines fly you there. This well-known carrier schedules 13307 services each month to O'Hare Intl. Airport (ORD), an Eastern Panhandle gateway.
How can I find cheap tickets to Eastern Panhandle?
You'll always nab an awesome deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred flight date, then click on the flexible dates link above to compare the cheapest prices for nearby days. was the cheapest price for a flight to Eastern Panhandle in the last seven days.
How much is a flight to Eastern Panhandle?
One-way flights taking off from () sold for just in the last seven days. During this period, the cost of a return journey to Eastern Panhandle varied between and . If you find a deal, book as fast as you can — these fares don't hang around.
What are the most popular airports to fly into in Eastern Panhandle?
O'Hare Intl. Airport (ORD) is the main airport for those eager to explore Eastern Panhandle. Around 33491 flights a month touch down at this airport.
When is the cheapest time to fly to Eastern Panhandle?
If you'd prefer to spend your vacation dollars experiencing Eastern Panhandle rather than on your trip there, leave early in the week. The most cost-effective day to travel is generally Tuesday, with Monday running a close second. With many folks traveling on the weekend, Saturday often has the most expensive fares.
How much is a plane ticket to Eastern Panhandle?
In the last seven days, plane fares to Eastern Panhandle fluctuated between and . Prices rise as your travel date nears, so snap up a great deal today.
Which airlines with flights to Eastern Panhandle employ COVID-19 cleanliness policies?
Social distancing is only one small part of new air travel strategies to help fight COVID-19. From the moment you check in, these carriers will take you to your destination with comfort and confidence:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.