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Woodstock Vacations

How much are vacation packages to Woodstock?

Splash out on an unforgettable travel experience in Woodstock with a vacation package starting at . Reserving your flights and hotels through Travelocity has never been easier. What's more, our package deals will leave you with more money in your pocket for fun.

How long should my Woodstock vacation be?

Most people spend around 2 nights in Woodstock, but it's completely up to you. If you'd like to venture out and explore all the exciting things this location has to offer, why not hang around for a couple of extra nights?

Where can I get the best vacation package deals for Woodstock?

You'll find awesome Woodstock package deals with Travelocity. Pick from 400 airlines and 665,000 properties worldwide and turn your travel dreams into reality.

Why should I purchase my vacation package with Travelocity?

Whether you're planning a month-long vacation or a last-minute trip, we have plenty of exciting destinations to choose from at a good price. And on top of that, we provide round-the-clock support, top-notch service and a Price Match Guarantee. Save yourself the effort and time and reserve your dream vacation now.

Can I save money on my car rental if I book it with a hotel or flight?

Certainly — combine your car, flight and hotel into a Woodstock vacation package and you'll save a handsome sum. With so many things to do in the Woodstock area, having your own set of wheels will make it easy to explore. Once you've buckled yourself in, crank up the music and make your way to Fenway Park, a well-known sight approximately 112 miles from Woodstock.

What is the best time of year to go to Woodstock?

It comes down to whether you'd prefer to save money or visit Woodstock when it's in full swing. The quietest time to see this part of the world is December, January, November. But if you'd like to experience this destination at its busiest, consider August, July, September. Want to save your hard-earned money? The most affordable month is April. October typically has the highest prices.

Which airport is best for Woodstock?

One top option is Lebanon, NH Airport (LEB-Lebanon Municipal). From here, you'll need to head west for around 11 miles to reach downtown Woodstock. Another great choice is Rutland, VT Airport (RUT-Rutland Southern Vermont Regional), which is 22 miles away from central Woodstock.

What is there to do in Woodstock?

Sugarbush Farm is one of the memorable sights that make Woodstock such a popular destination. But leave some extra time to explore its lesser-known attractions too. This is often where the best memories are created.

Where should I stay when visiting Woodstock?

Discover a whole new world of luxury when you book a stay at the 506 On the River Inn (4.0 stars) or The Jackson House Inn (4.0 stars). Regular visitors to Woodstock recommend these stylish options.



Top Woodstock Hotels Deals

$224
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5.0 Fourteen The Green, Woodstock, VT
5/5
(3 Reviews)
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 2 indoor tennis courts and perks like a free area shuttle.
$209
506 On the River Inn

506 On the River Inn

4.0 out of 5.0 1653 West Woodstock Road, Woodstock, VT
4.9/5
(12 Reviews)
This hotel features an indoor pool, a spa tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the fitness center and perks like free WiFi and a free ski shuttle.
$138
The Shire Woodstock

The Shire Woodstock

3.0 out of 5.0 46 Pleasant St., Woodstock, VT
4.7/5
(7 Reviews)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

Top Flight Deals to Woodstock

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.