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
Historic buildings in the College of William and Mary, Williamsburg, Virginia, United States.

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 ₩152,517 per night from Jun 28 to Jun 29
₩152,517
₩172,802 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Quick & easy."

Reviewed on Jun 19, 2026

Spark by Hilton Winchester
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 ₩118,291 per night from Jul 5 to Jul 6
₩118,291
₩130,460 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (974 reviews)
"Five stars throughout the hotel ,nice place"

Reviewed on Jun 20, 2026

TRU By Hilton Winchester
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Fully refundableReserve now, pay when you stay
The price is ₩366,139 per night from Jul 5 to Jul 6
₩366,139
₩514,982 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"This place was magical! It’s history, the place is very well maintained and gorgeous. The staff is very nice. The food and amenities were top notch. We went as a family with 3 kids and we all had a great experience. The spa is a must and the local hot springs is wonderful….. I want to go back dinner ..."

Reviewed on Jun 18, 2026

The Omni Homestead Resort & Spa
See all 5,915 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.

Discover the most popular places to visit in Shenandoah Valley

Shenandoah National Park

Shenandoah National Park

Blue ridges fill your view as you gaze over the many acres of tree-covered wilderness in this peaceful Virginia park.

Shenandoah National Park
Luray Caverns

Luray Caverns

Enjoy the mountain views and explore Luray Caverns, a well-known green space in Luray. While you're in the area, wander around the natural setting.

Luray Caverns

John Paul Jones Arena

Catch an event at John Paul Jones Arena during your trip to Charlottesville. Experience the area's acclaimed theater scene or attend a sporting event.

John Paul Jones Arena

Frequently asked questions

Can I cancel my flight booking to Shenandoah Valley due to COVID-19?
In response to these difficult times, many carriers are offering more flexibility. Head to our Customer Service Portal to find information about amending or canceling your Shenandoah Valley flight due to COVID-19.
What's the best way to find cheap flights to Shenandoah Valley that have flexible change policies?
We know that plans can change from one day to the next, so booking a flexible airfare with Expedia makes good sense. Simply tick the "No change fee" box underneath the "Flexible change policies" filter. Your affordable, flexible flight to Shenandoah Valley is only a few clicks away.
What are some of the general tips for travelers to Shenandoah Valley during the COVID-19 outbreak?
In the face of COVID-19, traveling now comes with a few additional challenges. Keep in mind these handy tips before jumping on your plane to Shenandoah Valley:
  • Research if any travel restrictions apply to your destination and origin before booking anything. Also check if there are any requirements you'll need to follow on arrival, such as health testing.
  • Requirements state that you must wear a face mask at the airport, even at screening checkpoints. Be ready to lower your mask for ID verification when asked by a TSA officer.
  • Instead of handing a TSA agent your boarding pass, position it straight on the reader yourself. Once that's done, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray scanning.
  • Empty your personal items from your pocket, such as your wallet and phone, and place them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • If you want to take food on board, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Shenandoah Valley?
Secure your airfare with American Airlines and then begin working on your Shenandoah Valley to-do list. This well-known airline provides 238 flights each month to Charlottesville-Albemarle Airport (CHO), a main gateway.
How can I find cheap tickets to Shenandoah Valley?
One of the easiest ways to get a hold of cheap tickets to Shenandoah Valley is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will reveal the cheapest prices for nearby days. The best price for a flight to Shenandoah Valley in the last seven days was . Booking well ahead will usually help you get an even better deal.
How much is a flight to Shenandoah Valley?
In the last seven days, return flights to Shenandoah Valley sold for as little as and reached a maximum price of . For one-way trips out of (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Shenandoah Valley?
Book your flight to Charlottesville-Albemarle Airport (CHO) and sample all that Shenandoah Valley has to offer. As the region's main entry point, about 434 flights land here every month.
When is the cheapest time to fly to Shenandoah Valley?
If you're not set on what day you jet off to Shenandoah Valley, fly out early in the week. The most economical day to take off is usually Tuesday, followed closely by Monday. Saturday is typically the costliest day, with lots of vacationers choosing to fly on the weekend.
How much is a plane ticket to Shenandoah Valley?
Airfares to Shenandoah Valley varied from to in the last seven days. Usually, the sooner you make a reservation, the better the price.
Which airlines with flights to Shenandoah Valley employ COVID-19 cleanliness policies?
As people take to the skies again, most airlines have implemented social distancing and other vital actions to reduce the spread of COVID-19. Here are just a few examples:
  • 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.

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.