Woodstock Holidays

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Your Woodstock Holiday

Book a Woodstock holiday package and get ready for a thrilling adventure. Known for its artistic creativity and lively atmosphere, there's plenty to keep you on the move in this city. A trip to Woodstock is a superb opportunity to sightsee. Check out renowned attractions like Saskadena Six Ski Area, Billings Farm and Museum and Sugarbush Farm. Stop dreaming and start adventuring. Explore the multitude of options on Expedia today and finally put your Woodstock holiday plans in motion!

Woodstock Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
870
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Saskadena Six Ski Area, Montshire Museum of Science and Woodstock Town Hall Theatre

Top hotels in Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is £516 per night from 28 Jul to 29 Jul
£516
28 Jul - 29 Jul
includes taxes & fees
9.4/10 Exceptional! (589 reviews)
"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on 25 Jun 2026

Woodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is £225 per night from 4 Aug to 5 Aug
£225
4 Aug - 5 Aug
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"Staff was friendly and helpful. Room was clean and amenities appreciated. Breakfast was very good, a great way to start the day."

Reviewed on 10 Jul 2026

On The River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Fully refundableReserve now, pay when you stay
The price is £131 per night from 26 Jul to 27 Jul
£131
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (962 reviews)
"Absolutely beautiful setting! The room was better than expected-- spacious, clean and gorgeously decorated. The location was also great-- everything was walkable. Highly recommend."

Reviewed on 5 Jul 2026

The Shire Woodstock
See all 2,697 properties in Woodstock
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.
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Stay near popular Woodstock attractions

A herd of cows grazing in a fenced pasture with trees and a building in the background.

Billings Farm and Museum

9.2/10 (84 reviews)
This working dairy farm showcases Vermont's rural heritage through its historic 1890 Farm Manager's House. Watch cow milking, explore interactive exhibits, and experience traditional farming practices first-hand.
See properties

Frequently asked questions

How much does a Woodstock travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Woodstock from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Woodstock travel package?
You can cancel your Woodstock booking if your plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Woodstock?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you a few dollars too. A Woodstock travel package makes it simple to put together your perfect trip. With more than 550 airlines around the world to pick from, finding convenient flights that suit your busy schedule won't be hard. On top of that, we've got over 1,000,000 hotel options globally to choose from. Now that's what we call choice. No matter who you are, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Woodstock holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this option. Just put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Woodstock?
With interesting attractions such as Woodstock Country Club and Suicide Six Ski Area in this area, look for a hotel located near them. Woodstock Town Hall Theatre is another sight in Woodstock that draws in the crowds.
What are the top hotels in Woodstock?
White River Inn and Suites and Hotel Coolidge are a couple of the most well-known hotels in Woodstock. Why not check out the facilities and rates at each and then make a decision?
How far in advance should I book my Woodstock holiday?
While not all air carriers advertise ticket prices early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is the time when you'll score some incredible deals. If you've left everything to the last minute, you may still be in luck. Sometimes the lowest prices become available a few weeks before departure.
What does an Expedia Woodstock travel package include?
Expedia has everything you need to organise your Woodstock getaway, but how your package is structured is totally up to you. Select from any combination of hotels, rental cars and flights. In search of some tours or activities to fill in your time? Once you've made your booking, you can add them too. No matter your style or budget, there's a deal to meet your needs.
What should I know before booking a Woodstock travel package?
Our prices are always low. However, you'll pick up even more savings when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Woodstock Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're in charge! We have access to more than 550 airline partners throughout the world, so you have options galore when planning your Woodstock trip.

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. Flight-inclusive packages are ATOL protected.