Woodstock Holidays from £580
Book a Hotel + Flight or Car together to unlock savings
Your Woodstock Holiday
Our Woodstock holiday packages let you customise your own adventure. Tailor your getaway to suit your needs and interests and make the most of your time in this fabulous city. A trip to Woodstock is an ideal opportunity to see the sights. Be sure to look around well-known attractions like Shenandoah Vineyards, Shenandoah County Fairgrounds and Woodstock Museum. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Woodstock holiday plans in motion!
Top Woodstock Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
Northeast
£789
per person
31 Oct - 7 Nov
found 1 day ago
Return flight included
London (LHR) to Baltimore (BWI)
8.4/10 Very good! (1,005 reviews)
I don't mind paying $650 for two nights if the property is worth it.
The breakfast was less than stellar, The heat in my room was unadjustable, The toilet paper holder was non-existent. I understand this is only a three-star facility but when you are charging four star prices I expect these things to be better done.
Reviewed on 25 Sept 2026
The Potomac Hotel, Autograph Collection
Southwest
£727
per person
11 Dec - 14 Dec
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,110 reviews)
We booked a premium water view room 2 months in advance. At checkin we were told none of those rooms were available. They "upgraded" us to a small suite with absolutely no view. The only reason we selected this over priced hotel was for the view. It was too late to book anywhere else. Also, even though we paid in advance they added an additional night (over $1000) to our bill. They did remove the charge once we complained.
The staff was excellent. Friendly and helpful.
Reviewed on 25 Sept 2026
Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 5,200 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Shenandoah River State Park, Shenandoah Vineyards and Cave Ridge Vineyard |
Top hotels in Woodstock
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
1130 Motel Dr Woodstock VA
Fully refundable
£86
25 Oct - 26 Oct
includes taxes & fees
Comfort Inn Woodstock Shenandoah
1011 Motel Dr Woodstock VA
Fully refundable
£82
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Room was clean and comfortable. Lots of food choices near by. Breakfast was good. Easy on and off 81"
Reviewed on 25 Sept 2026
Hampton Inn & Suites Woodstock, VA
1150 Motel Dr Woodstock VA
Fully refundableReserve now, pay when you stay
£95
20 Oct - 21 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Recently renovated and one of the cleanest rooms Ive had in a long time."
Reviewed on 21 Sept 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 Woodstock attractions
Shenandoah County Fairgrounds
9.0/10 (48 reviews)
The Shenandoah County Fairgrounds hosts the valley's oldest fair, drawing thousands with agricultural exhibits and harness races. Experience local traditions, entertainment, and regional cuisine during late August.
Woodstock Museum
8.8/10 (15 reviews)
Step into two 18th-century buildings showcasing Civil War artefacts and antique toys that tell Shenandoah County's storey. Engage with knowledgeable volunteer docents who bring local heritage to life.
Seven Bends State Park
9.0/10 (19 reviews)
Meander along seven distinct curves of the Shenandoah River in this tranquil riverside park. Paddle through gentle waters or hike scenic trails that showcase Virginia's natural splendour.
Woodstock Tower Observation Site
8.4/10 (28 reviews)
Built in 1935 by the Civilian Conservation Corps, Woodstock Tower offers panoramic views of the Seven Bends of the Shenandoah River. Climb to the top for breathtaking vistas of the valley and Blue Ridge Mountains.
Shenandoah County Courthouse
Find out about the history of Woodstock when you take a trip to Shenandoah County Courthouse. While in this family-friendly area, you can savour the top-notch restaurants.
7 East Gallery
8.6/10 (7 reviews)
This intimate cooperative gallery showcases diverse works by local Shenandoah Valley artists. Chat with the member artists on staff while browsing original paintings, photography, and handcrafted treasures.
W.O. Riley Park
8.6/10 (15 reviews)
This community hub features an accessible playground, swimming pool, and sports courts in a scenic setting. Enjoy a peaceful picnic or attend one of the many seasonal events held at the covered stage.
Woodstock Recreational Area
W.O. Riley Park offers a vibrant community hub with swimming, sports courts, and a modern playground. Relax by the pool or catch a summer concert at the covered stage during your visit to Woodstock.
Frequently asked questions
Why should I book my Woodstock holiday with Expedia?
Expedia has your back for every detail of your upcoming Woodstock holiday. You'll always land the best deals around, but when you bundle your flights, hotel and/or hire car into a holiday package, you can save even more. Want to truly make the most of your escape? Add some tours and activities to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to stress if you have to change your plans. Visit our Customer Service Portal link to learn more.
When is the best time of year to holiday in Woodstock?
Woodstock can get very busy in April, May and August, so if you want to escape the crowds, visit in November, December and January. Arrange your visit to Woodstock based on what style of holiday you want. January is the coolest time of year, when average daytime temperatures are 0ºC. In July, the warmest month, you can expect temperatures of around 23ºC during the day.
What is the top hotel for my holiday in Woodstock?
Offering plenty of amenities and a cosy place to relax between adventures, Hyatt Place Herndon Dulles Airport East will make the perfect base for your Woodstock escape.
How do I get a cheap holiday to Woodstock?
Booking a Woodstock holiday with Expedia is an easy way to save. We have over 400 partner airlines and 321,000 hotels around the globe. With such an awesome range to choose from, you'll have no trouble putting together your ideal getaway. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Woodstock holiday?
Offering major attractions like Shenandoah County Fairgrounds and Shenandoah Vineyards, a holiday in Woodstock is filled with fun places to visit. Woodstock Museum and Secret Passage Ranch are two other sights also worth a look.
What is the best area to stay in when on holiday in Woodstock?
If you plan to check out Shenandoah County Fairgrounds, save yourself the hassle of commuting and lock in a stay nearby. It's one of the best attractions in Woodstock.
Do I need a visa for my Woodstock holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and purpose for visiting, whether it be for tourism or business, will determine if you'll need a visa for Woodstock. Also check that your passport is up to date and has a minimum of six months validity remaining beyond the date of your return. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Woodstock holiday?
Do a little research into the sorts of things people in Woodstock wear, and maybe even look up fashion pages on social media for inspiration. Whatever your look, aim to create a versatile wardrobe filled with pieces that work for your destination and showcase your personal style. Daytime temperatures during January, Woodstock's coolest month, average 0ºC. July marks this city's warmest month when the average temperature reaches 23ºC. Our top tip? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Woodstock holiday include?
Expedia has everything you need to arrange your Woodstock trip, but how your package is structured is your call. Pick from any combination of hotels, hire cars and flights. Looking for some tours or experiences to keep you on the move? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package to meet your needs. Expedia features all types of properties, with the most popular in Woodstock being private holiday homes and hotels. With Expedia, you can expect the flexibility and freedom to tailor-make your holiday your way.
Does Expedia offer Book Now, Pay Later Woodstock holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient instalment plans. If paying in multiple instalments sounds right for you, pick this option during the checkout process.
- No-deposit holidays: When you see an amazing deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.
Can I choose my airline with a Woodstock Expedia holiday?
Yes, the choice is all yours. We offer more than 400 airlines around the world, so you can customise your Woodstock adventure according to your budget and travel needs.
* 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.