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Top Woodstock hotels deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $407 per night
CA $407
per night
May 19 - May 20
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
per night
May 27 - May 28
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
per night
May 19 - May 20
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ottaquechee River and Union Arena Community Center are located nearby.
506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is CA $325 per night
CA $325
per night
May 19 - May 20
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Union Arena Community Center and Five Elm Arches are located nearby.
The Jackson House Inn

The Jackson House Inn

4 out of 5
43 Senior Lane, Woodstock, VT
The price is CA $358 per night
CA $358
per night
May 26 - May 27
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Union Arena Community Center and Five Elm Arches are located nearby.
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Get rates
Stay at this cottage in Woodstock. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Taftsville Covered Bridge and Green Mountain Rock Climbing Center are located nearby.
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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.

Popular places to visit

Image for Billings Farm and Museum

Billings Farm and Museum

5/5(1 review)

Rich with history, Billings Farm and Museum is a cultural attraction worth visiting in Woodstock. Wander the riverfront in this quaint area.

Billings Farm and Museum
Image for Marsh-Billings-Rockefeller National Historical Park

Marsh-Billings-Rockefeller National Historical Park

Explore the lovely green spaces of Marsh-Billings-Rockefeller National Historical Park and enjoy the ski slopes in Woodstock. Stroll along the riverfront or discover the mountain views in this quaint area.

Marsh-Billings-Rockefeller National Historical Park
Image for Woodstock Town Hall Theatre

Woodstock Town Hall Theatre

Get tickets for a show at Woodstock Town Hall Theatre, a theater with a story to tell in Woodstock. Wander the riverfront in this quaint area.

Woodstock Town Hall Theatre

Woodstock Vacations

You don't have to know everything about the place to discover the true essence of Woodstock, but you should know a few basic things before you go.

To help get you oriented, Woodstock lies 110 miles (177 kilometers) to the northwest of the well-known city of Boston.

Ready to meet some of the locals? 900 people call this part of Central Vermont- Killington home.

Places to visit in Woodstock

There's nothing like staring at a blanket of snow and knowing you've got the whole day ahead to carve up the slopes. Dig out your goggles and strap into your skis — Suicide Six Ski Area awaits! Seeking some more options? If you have an inquisitive mind, go to Billings Farm and Museum. You never know what you'll discover here! And that's not all there is. Nothing gives us an insight into yesteryear quite like old houses. Why not take a tour around Marsh-Billings-Rockefeller National Historical Park and find out what went on within its walls?

Where do you fly into for Woodstock?

Plug in your headphones and select an in-flight movie. Before long, you'll touch down at Lebanon Municipal Airport (LEB). It's 10 miles (16 kilometers) from the center of Woodstock.

Frequently asked questions

How much are vacation packages to Woodstock?
Travelocity offers hotel and flight packages starting as low as . With such huge savings, you’ll be exploring all of Woodstock before too long.
How long should my Woodstock vacation be?
Many travelers pack their bags and explore the sights of Woodstock for around 2 nights. That gives you an idea of time frames, but don’t be restricted by it. Whether you only stay a few nights to see the big attractions or stick around to explore new places, an amazing escape awaits.
Where can I get the best vacation package deals for Woodstock?
Travelocity can help you find a Woodstock package deal. With more than 400 air carriers and 665,000 properties across the world, there’s no doubt you’ll find the perfect combination.
Why should I book my Woodstock vacation package with Travelocity?
We take the stress out of travel planning. Whether you’re seeking an amazing new place to discover or want to make sure you get the best price on offer, we’ve got you covered. Our 24/7 customer support, excellent service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save money on my Woodstock car rental if I book it with my hotel or flight?
Combining your hotel, flight and car into a Woodstock vacation package is a surefire way to score an amazing deal. Plus, having your own car rental gives you total freedom to find your way to all those landmarks you’re hoping to see. Located 180 kilometersfrom Woodstock, Fenway Park is one place that should be on your can’t-miss list. Turn up the tunes and make a day trip of it.
What is the best time of year to go to Woodstock?
If a limited budget is what’s driving your travel plans, you’ll pay the lowest prices in . is usually the costliest month. Most travelers come to this destination around . If you prefer to avoid peak time, you’ll find it calmer in .
Which airport is best for Woodstock?
Lebanon, NH (LEB-Lebanon Municipal) is the gateway to your Woodstock getaway. Sitting 18 kilometerseast of Woodstock, it welcomes visitors from all over each day. Another fantastic option is Rutland, VT (RUT-Rutland Southern Vermont Regional), 35 kilometersaway from central Woodstock.
What is there to do in Woodstock?
Take advantage of the great photo-ops at Sugarbush Farm, one of the most prominent attractions in Woodstock. There’s plenty more to discover in this exciting destination, so make sure you have enough time to explore some hidden gems.
Where should I stay when visiting Woodstock?
Discover new levels of luxury when you 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 quality options.
Can I go on vacation to Woodstock at this time?
Discover all the info you need to know about travel restrictions and quarantine policies before you fly to Woodstock. Our Covid-19 Travel Advisor is full of advice to help make your vacation as hassle-free as possible.