Shenandoah Valley Holidays from £1,022

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Your Shenandoah Valley Holiday

When adventure calls, answer it with a tailor-made holiday package to Shenandoah Valley. Wherever your travels take you and whatever you have planned, get ready to discover a destination that'll make you feel alive. Your trip to Shenandoah Valley wouldn't be complete without experiencing some of its leading cities, starting with Charlottesville. A couple of the most popular attractions here include Monticello and Downtown Mall. Roanoke should also be on the itineraries of all Shenandoah Valley travellers. Visitors to this exciting destination enjoy Berglund Centre and Valley View Mall. Whether you plan to travel on a shoestring or in the lap of luxury, Expedia are here to help you organise your next Shenandoah Valley holiday.

The Latest Shenandoah Valley Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Washington DC Dupont Circle
Rosewood Washington, D.C.
The St. Gregory Hotel
Lyle Washington D.C.
Pendry Washington DC - The Wharf
The Graham Georgetown

Shenandoah Valley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)

Our guide on where to stay in Shenandoah Valley

Check out a few of the areas and neighbourhoods we love in Shenandoah Valley Learn more about Shenandoah Valley

Our pick of the best Shenandoah Valley Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,970 reviews)
"I like being near Chinatown and near old town Winchester"

Reviewed on 26 Apr 2025

La Quinta Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Roanoke, VA
Country Inn & Suites by Radisson, Roanoke, VA
3 out of 5
7860 Plantation Rd, Roanoke, VA
Stay at this 3-star business-friendly hotel in Roanoke. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,763 reviews)
"Room was very clean and comfortable. That is my most important need when staying at a hotel. There is a yummy Mexican restaurant next to the hotel too."

Reviewed on 24 Apr 2025

Country Inn & Suites by Radisson, Roanoke, VA
The Liberty Trust
The Liberty Trust
4 out of 5
101 S Jefferson St, Roanoke VA 24011, Roanoke, VA
Stay at this 4-star luxury hotel in Roanoke. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,113 reviews)
"This hotel used to be a bank which I found fascinating. staff was great! Check in super easy ($50 deposit at check in) Super clean and surprisingly quiet for being downtown. Free parking in a near by garage. Highly recommended. Will stay again!"

Reviewed on 28 Apr 2025

The Liberty Trust
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

Why should I book my Shenandoah Valley holiday with Expedia?
Choose Expedia to organise your next adventure easily and all in the same place. Our top tip for landing the best deal on a Shenandoah Valley retreat? Bundle your hotel, flights and/or car hire into a package holiday. Then add some fun tours and activities. Most bookings also come with flexible cancellation policies, so there’s no need to stress if you have to change your travel plans. Round-the-clock help with amending and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Shenandoah Valley?
Shenandoah Valley is very popular in March, July and August, so if you want to steer clear of the crowds, travel in November, December and January. Arrange your getaway to Shenandoah Valley according to what type of adventure you’re looking for. January is the coolest month, when average daytime temperatures are 0ºC. In July, the warmest month, you will experience averages of 24ºC during the day.
What are the top hotels for my holiday in Shenandoah Valley?
Howard Johnson by Wyndham Staunton and Hotel Roanoke & Conference Ctr, Curio Collection by Hilton know how to make their guests feel welcome in Nellysford. If you also plan to get to McGaheysville, have a look at Washington Dulles Airport Marriott and Hilton McLean Tysons Corner. Both are popular with travellers.
How do I get a cheap holiday to Shenandoah Valley?
Bundling your flight and hotel with Expedia won’t just save precious time — it’ll save you a few pounds too. A Shenandoah Valley holiday makes it a cinch to create the ideal trip. With more than 400 airlines throughout the world to select from, finding flights that suit your schedule won’t be a hassle. Not only that, we have over 321,000 hotel options globally to choose from. Now that’s what we call choice. No matter who you are, Expedia can show you the world. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Shenandoah Valley holiday?
There are plenty of things to put on your travel agenda during your holiday in Shenandoah Valley. Monticello, University of Virginia, Downtown Mall and Scott Stadium are some of the leading attractions.
What are the best cities to stay in when on holiday in Shenandoah Valley?
You can’t beat Roanoke, with popular attractions such as Mill Mountain Star and Centre in the Square to discover. Or, if sights like Monticello and University of Virginia are more your scene, Charlottesville is the place to head.
Do I need a visa for my Shenandoah Valley holiday?
Research the latest rules on official government websites. Your nationality and whether you’re travelling for work or pleasure will determine if you require a visa for Shenandoah Valley. Get familiar with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow sufficient time for processing. Some visas may take many weeks or even months to obtain, depending on the country.
What should I wear on my Shenandoah Valley holiday?
Though everyone’s fashion style varies, it can be helpful to have some guidelines for what to wear during your holiday in Shenandoah Valley. Consider browsing social media before leaving for inspiration on fashion trends or dress codes. The weather will dictate your choice of clothing, so check the forecast for the places you’ll be visiting. Shenandoah Valley has its warmest period in July, with daily average temperatures of 24ºC. January is the coolest time of year here with the mercury hovering around 0ºC during the daytime.
What does an Expedia Shenandoah Valley holiday include?
It’s up to you! Simply pick from a range of Shenandoah Valley bundles, such as a flight, hire car and hotel. You can also book a hotel with a flight, or a flight and a car hire. Once you’ve made your booking, add the fun stuff like experiences and tours. Whatever your perfect Shenandoah Valley holiday looks like, get set to save! Expedia has all sorts of properties, with the most favoured in Shenandoah Valley including private holiday homes and cabins. Whatever kind of escape you prefer, Expedia provides the freedom and flexibility to tailor your holiday to suit your needs.
Does Expedia offer Book Now, Pay Later Shenandoah Valley holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to spend while you’re away. Klarna has several payment plans to choose from, so you’re sure to find one that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in several transactions will make that dream getaway possible.
  • No-deposit holidays: Clicking on the “book now” button is easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Shenandoah Valley Expedia holiday?
Yes, the choice is yours. We offer more than 400 partner airlines around the world, so you can design your Shenandoah Valley holiday according to your style and budget.

Discover the most popular places to visit in Shenandoah Valley

Unmissable things to do in Shenandoah Valley

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.