Exclusive Woodstock Vacation Deals

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.

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?

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.

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.

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.

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.

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.

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.

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.