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

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 ₩119,482 per night from Jul 20 to Jul 21
₩119,482
₩135,373 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."

Reviewed on Jun 28, 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 ₩125,838 per night from Jul 29 to Jul 30
₩125,838
₩142,575 total
Jul 29 - Jul 30
includes taxes & fees
8.8/10 Excellent! (445 reviews)
"I liked the location. I didn't like the strong acid odor that started coming into my room my second week there. There was one front desk clerk very helpful. The parking was good. I did have a charge to my account after I checked in. The charge was done on a Sunday. No one would explain why? I had ..."

Reviewed on Jul 1, 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 ₩141,184 per night from Jul 19 to Jul 20
₩141,184
₩157,135 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very inviting front desk lobby. Staff was friendly and courteous. Area by lobby had information on area restaurants, things to do, very helpful."

Reviewed on Jul 2, 2026

TRU By Hilton Winchester
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

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.