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Exclusive deals on vacations and trips to Woodstock

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Woodstock flight + hotel packages

Jackson Gore Village

Jackson Gore Village

3 out of 5
Price was $819, price is now $758 per person
per person
Oct 25 - Oct 29
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Ski-in/ski-out access, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,446, price is now $1,341 per person
per person
Oct 25 - Oct 29
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
This smoke-free 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. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 indoor tennis courts and indoor pool.
Colonel Williams Inn

Colonel Williams Inn

3 out of 5
Price was $615, price is now $575 per person
per person
Oct 25 - Oct 29
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
Price was $626, price is now $589 per person
per person
Oct 6 - Oct 10
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (VSF)
2 indoor pools, a spa tub, and a fitness center are all featured at this smoke-free motel. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and perks like free on-the-go breakfast and free self parking.
Rowell's Inn

Rowell's Inn

3.5 out of 5
Price was $988, price is now $937 per person
per person
Oct 6 - Oct 10
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (VSF)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.

Top Woodstock hotels deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $399 per night
This smoke-free 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. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 indoor tennis courts and indoor pool.
506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $299 per night
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 self parking and a free ski shuttle.
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 $169 per night
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Braeside Lodging

Braeside Lodging

2 out of 5
908 East Woodstock Road, Woodstock, VT
The price is $168 per night
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $155 per night
Free WiFi in public areas is available at this motel.
The Jackson House Inn

The Jackson House Inn

4 out of 5
43 Senior Lane, Woodstock, VT
The price is $269 per night
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a picnic area are also on offer.
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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 in Woodstock

Image for Billings Farm and Museum

Billings Farm and Museum

You can study the exhibits at Billings Farm and Museum, a museum with a storied past, during your trip to 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 Killington Resort

Killington Resort

Terrain parks, hiking trails, golf, après-ski entertainment and a range of slopes for all levels of skiers welcome visitors to this resort in the Green Mountains.

Killington Resort

Frequently asked questions

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 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.