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.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $603, price is now CA $513 per person
CA $513
per person
Jul 10 - Jul 12
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very Good! (2,715 reviews)
Room wasn’t great. Maintenance issues. Loved the historical aspect though

Reviewed on May 26, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,187, price is now CA $957 per person
CA $957
per person
Aug 13 - Aug 17
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very Good! (1,001 reviews)
Everything was perfect, but if the management will put microwave in the room that would also be helpful for customers as well as their refrigerator was looks ild

Reviewed on May 26, 2026

Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
Price was CA $1,059, price is now CA $855 per person
CA $855
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
9/10 Wonderful! (2,289 reviews)
Talk about nickle and dime as much as possible. The coffee was horrible and NOT free. The coffee they give in room was awful. You can get coffee downstarirs if you wait in line with 20 people and 1 staff making burnt crap coffee. No creamer. Ceilings were leaking above elevator on 2B. our rooms were supposed to be $1300.00 the hotel took 2600 from my husbands account. They said it was just a "hold" but guess what the money was still GONE! The rooms dont have fridge, microwave... what the heck good is a chiller? The staff was very nice , and rooms were clean enough. For the price stay in the city that gives you better coffee and free breakfast.

Reviewed on May 28, 2026

The LINE Hotel DC

The LINE Hotel DC

4.5 out of 5
Northwest
Price was CA $772, price is now CA $633 per person
CA $633
per person
Aug 7 - Aug 10
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
The hotel was great. . Close to a lot of food options, near buses for convenient travel. The staff was super friendly and helpful, valet was great & quick with bringing the car around. Would definitely stay again.

Reviewed on May 29, 2026

Holiday Inn Express Washington DC Downtown by IHG

Holiday Inn Express Washington DC Downtown by IHG

2.5 out of 5
Downtown Washington D.C.
Price was CA $1,545, price is now CA $1,279 per person
CA $1,279
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very Good! (2,039 reviews)
Very clean rooms. Very nice staff and very helpful for people traveling.

Reviewed on May 22, 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 $130 per night from Jun 9 to Jun 10
CA $130
CA $146 total
Jun 9 - Jun 10
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Would have liked a hot tub. Breakfast only very average. Good price. Nice location."

Reviewed on May 29, 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 $125 per night from Jun 21 to Jun 22
CA $125
CA $140 total
Jun 21 - Jun 22
includes taxes & fees
8/10 Very Good! (242 reviews)
"We stayed at this hotel while riding the C&O Tow Path. The staff was very supportive of accommodating our bicycles. There was a liced room for them. The included breakfast was plentiful with a variety of options. We would definitely stay here again."

Reviewed on May 27, 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 $145 per night from Jun 7 to Jun 8
CA $145
CA $164 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Breakfast is always good. Fresh. The staff is incredible and the night front desk lady (forgot her name) was engaging and so, so, helpful to everyone. Room was clean, halls didn't smell like pot (which a lot of hotels struggle with), it was quiet, and very convenient to races/slots. The shuttle bus ..."

Reviewed on May 28, 2026

Holiday Inn Express Charles Town by IHG
See all 1,699 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.
All Inclusive Vacations
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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.