Beginning of main content
Save up to $413 | Book Flight + Hotel at the same time^
Save up to $413 | Book Flight + Hotel at the same time^
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Save up to $413 | Book Flight + Hotel at the same time^

Woodstock Vacations

Woodstock Vacations

Are you ready for your next amazing getaway? Ensure you don't miss out on any excitement in Woodstock by brushing up on a couple of basics about it before you go.

To help you find your feet, Woodstock is 110 miles (177 kilometers) northwest of the prominent city of Boston.

Are you eager to mix with the locals? That shouldn't be too hard. 900 people call this area of Central Vermont- Killington home.

Woodstock Vacation Packages

Plan your Woodstock flight and accommodation package via Travelocity, and watch the savings roll in. With no less than 400 airlines and 665,000 places to stay, you'll have a world of choice at the tips of your fingers.

From accommodations and airfares to car rentals and experiences, we can give you the peace of mind of 24/7 personal assistance via our Customer 1st Guarantee. If you happen to find an even lower price elsewhere, we will return the difference^.

We won't make you pay a nasty fee for canceling or altering your travel reservations. And so long as you get in quick, many accommodations won't charge you a fee either^.

Where to stay in Woodstock

With a decent range of 22 properties listed on Travelocity, you can afford to be picky in Woodstock. But remember — the sooner you lock in somewhere to stay, the faster you can concentrate on planning those adventures you've been dreaming about.

If you're the sort of traveler who fantasizes about silky sheets, look up The Jackson House Inn or the 506 On the River Inn.

The Braeside Lodging and the Sleep Woodstock Motel are some less expensive options if you'd prefer to spend your vacation budget on activities and experiences.

Where do you fly into for Woodstock?

Prepare for some unforgettable experiences! The middle of Woodstock is approximately 10 miles (16 kilometers) west of Lebanon Municipal Airport (LEB).

Can I rent a car in Woodstock?

While the popular tourist areas in Woodstock are nice to see, why not travel a little further out and experience some cool new sights with a rental car via Travelocity?

Rent a car from Avis at Lebanon Municipal Airport and you can go straight from the airport to wherever you please.

Places to visit in Woodstock

For some adrenaline-filled fun, visit Suicide Six Ski Area and tackle the peaks.

Seeking some more options?

If you're up for a little self-enlightenment, go and check out what's being presented at Billings Farm and Museum.

But there's more.

Marsh-Billings-Rockefeller National Historical Park is an excellent local attraction that's tailor-made for devoted history enthusiasts.

Places to Visit Near Woodstock

Woodstock is just 50 miles (80 kilometers) from North Woodstock. Use this place for easy access to a range of tourist attractions, including Franconia Notch State Park and Loon Mountain Ski Resort. Just 60 miles (97 kilometers) away you'll find Lake George, another neighboring area that's well worth visiting. It's a handy base to access popular attractions such as Lake George Dog Beach and the Fort William Henry.

^Terms and conditions apply.

Top Woodstock Hotels Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

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

506 On the River Inn

4.0 out of 5.0 1653 West Woodstock Road, Woodstock, VT
(12 Reviews)
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a free kid's club and a children's pool, and free childcare is an added bonus. Enjoy the fitness center and free perks like full breakfast and free self parking.
The Shire Woodstock

The Shire Woodstock

3.0 out of 5.0 46 Pleasant St., Woodstock, VT
(6 Reviews)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a safe deposit box are also provided.
The Charleston House Bed & Breakfast

The Charleston House Bed & Breakfast

3.0 out of 5.0 21 Pleasant Street, Woodstock, VT
(6 Reviews)
Free self parking is available and the bed & breakfast's front desk is staffed around-the-clock. Guests will appreciate free perks like full breakfast and WiFi in public areas. A library is 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 from January 1, 2018 to December 31, 2018, 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.