Shenandoah Valley Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Where to stay in Shenandoah Valley

Find the best Shenandoah Valley areas and neighborhoods for the activities you enjoy most. Learn more about Shenandoah Valley
An aerial view of a campus with multiple buildings surrounded by green fields and trees.

North Downtown

1 out of top 10 points of interest in this area
4.5/5(78 area reviews)

If you're spending some time in North Downtown, Paramount Theater and Downtown Mall are top sights worth seeing.

Find hotels in North Downtown

Find the Best Shenandoah Valley Vacation Packages

Shenandoah Valley Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is ₩121,780 per night from Jul 26 to Jul 27
₩121,780
₩137,974 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"

Reviewed on Jul 5, 2026

Spark by Hilton Winchester
Spark by Hilton Roanoke Airport

Spark by Hilton Roanoke Airport

3 out of 5
3695 Thirlane Rd Nw Roanoke VA
Fully refundableReserve now, pay when you stay
The price is ₩124,198 per night from Jul 28 to Jul 29
₩124,198
₩140,716 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (450 reviews)
"Close to airport; quiet location clean rooms didnt know I had to pay to park rental car"

Reviewed on Jul 6, 2026

Spark by Hilton Roanoke Airport
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is ₩139,413 per night from Jul 19 to Jul 20
₩139,413
₩155,164 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Great location and pleasant stay."

Reviewed on Jul 6, 2026

TRU By Hilton Winchester
See all 5,952 properties in Shenandoah Valley
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 Valley attractions

A waterfall in a forest with autumn foliage.

Shenandoah National Park

9.4/10 (322 reviews)
Blue ridges fill your view as you gaze over the many acres of tree-covered wilderness in this peaceful Virginia park.
See properties

Frequently asked questions

How much does a Shenandoah Valley vacation package cost?
Maybe less than you imagined — from a tempting , actually! By combining hotels, flights and car rentals into a custom-built vacation package, your getaway to Shenandoah Valley is just clicks away.
How do I get a cheap travel package to Shenandoah Valley?
Simply by bundling. Flights, rental cars and hotels — combine whatever you need into a Shenandoah Valley vacation package to save tons of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to put together your trip your own way. We offer over 550 airlines and 1,000,000 hotels worldwide, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Shenandoah Valley?
To see terrific attractions such as Monticello and University of Virginia, Charlottesville is the place to be. Plenty of travelers also adore Roanoke, home to Mill Mountain Star and Center in the Square. If you've got an extended vacation in Shenandoah Valley, why not visit both cities?
What are the top hotels in Shenandoah Valley?
When it comes to properties in Nellysford, Days Inn by Wyndham Roanoke Near I-81 and Country Inn & Suites by Radisson, Charlottesville-UVA, VA are two great options. If you're also heading to McGaheysville, Hilton Vacation Club The Historic Powhatan Williamsburg and Holiday Inn National Airport/Crystal City, an IHG Hotel will make you feel at home.
How far in advance should I book my Shenandoah Valley vacation?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't despair. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia Shenandoah Valley travel package include?
Hotels, flights and car rentals — we connect you to the very best deals. All you'll have to do is pick your favorite combination. After you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to put together an awesome Shenandoah Valley escape.
What should I know before booking a Shenandoah Valley travel package?
Whether it's adventure or relaxation you're chasing, a Shenandoah Valley vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Shenandoah Valley Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You get to decide. We have access to more than 550 airline partners across the globe, so you have loads of choice when putting together your Shenandoah Valley trip.
If I'm not able to travel, can I cancel my Shenandoah Valley vacation package?
If your travel plans in Shenandoah Valley have changed, it's comforting to know that it's possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. For more information, visit our Customer Service Portal.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.