Shenandoah Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Shenandoah Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Washington DC Dupont Circle
Northwest
CA $1,463
per person
Oct 17 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
8.6/10 Excellent! (1,611 reviews)
We've been staying at the Royal Sonesta for years now. A few years ago it changed ownership. The upgrades that the Royal Sonesta made are impressive. We had a lovely stay.
Reviewed on Sep 4, 2026
Ready to book your vacation to Shenandoah?
Shenandoah Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
CA $106
CA $120 total
Sep 28 - Sep 29
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
CA $180
CA $204 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and ..."
Reviewed on Sep 4, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
CA $143
CA $163 total
Oct 4 - Oct 5
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Great find! It’s new, it’s clean, great staff! Going again soon a stop on a longer trip into Virginia. It’s right off the highway!"
Reviewed on Sep 4, 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 Shenandoah attractions
Mill Creek
You can browse for the perfect souvenirs at Mill Creek during your visit to Inwood. You can enjoy the restaurants while in the area.
Darkesville Historic District
You can learn about the history of Inwood with a stop at Darkesville Historic District. You can enjoy the restaurants while in the area.
Bunker Hill Historic District
You can find out about the history of Bunker Hill when you stop by Bunker Hill Historic District.
Frequently asked questions
How much does a Shenandoah vacation package cost?
Live it up in Shenandoah from just CA $1,463. 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.
Explore a world of travel with Expedia
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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.
