Shenandoah Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Shenandoah Vacation Packages

Shenandoah Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩142,194 per night from Sep 7 to Sep 8
₩142,194
₩154,709 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (2,110 reviews)
"Love the room layout, bathroom is a buffer to minimize noise from hallway. Fitness equipment needs repair"

Reviewed on Aug 5, 2025

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩109,764 per night from Sep 1 to Sep 2
₩109,764
₩119,423 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,326 reviews)
"Only thing I would change is the shower no pressure in room 309"

Reviewed on Aug 3, 2025

Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is ₩128,890 per night from Aug 17 to Aug 18
₩128,890
₩144,399 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Wish breakfast was free. Other than that is was good."

Reviewed on Aug 6, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 980 properties in Shenandoah
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.

Frequently asked questions

How much does a Shenandoah vacation package cost?
Live it up in Shenandoah from just . We offer a great selection of rental cars, hotels and flights to suit your budget. Score even more discounts when you add some experiences or tours to your vacation package.
How do I get a cheap travel package to Shenandoah?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got it all. Pick a combination that best fits you and watch your savings stack up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotels worldwide, which lets you customize your Shenandoah getaway.
What are the top hotels in Shenandoah?
Hampton Inn Martinsburg South-Inwood is one of Shenandoah's most popular hotels. Reserve a room here and you'll be able to snooze soundly knowing you're in good hands.
How far in advance should I book my Shenandoah vacation?
Savvy travelers book early. Air carriers usually release flight tickets up to 12 months prior to departure, and this is when you can land some rock-bottom prices. Just been told you should take your vacation time next week? Don't fret. Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Shenandoah travel package include?
Expedia has everything you need to lock in Shenandoah getaway, but how your package is structured is totally up to you. Select from a combination of rental cars, flights and hotels. After some activities or tours to keep you on the move? Once you've made your booking, you can add them on too. No matter your style, there's a package to suit your needs.
What should I know before booking a Shenandoah travel package?
Locking in all the parts of your getaway together is a terrific way to save. Bundle your car rentals, airfares and hotels into a tidy package. But your options don't end at hotels. Expedia features all kinds of properties, including vacation rentals like mountain cabins and city apartments. You've got choices galore!
Can I choose my airline with a Shenandoah Expedia vacation package?
You can, and with more than 550 airlines to select from around the world, it's all about choice. Have a look through the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Shenandoah vacation package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or amend your Shenandoah vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your airline, hotel or car rental company may impose a fee. Need more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.