
Deals on vacations and trips to Woodstock
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Woodstock flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

The Shire Woodstock
Price was $653, price is now $554 per person
$554
per person
Dec 23 - Dec 25
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

Winterplace at Okemo
Clock Tower Base Area
Price was $1,236, price is now $1,025 per person
$1,025
per person
Dec 23 - Dec 25
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Ski-in/ski-out access and an indoor pool are featured at this smoke-free aparthotel. Enjoy the hot tub and perks like free self parking and free WiFi. Express check-out, laundry facilities, and barbecue grills are also on offer.

Solitude Village at Okemo
Clock Tower Base Area
Price was $1,188, price is now $989 per person
$989
per person
Dec 23 - Dec 25
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym, a hot tub, and a sauna are also on offer.


Mountain Lodge at Okemo
Clock Tower Base Area
Price was $1,076, price is now $910 per person
$910
per person
Dec 23 - Dec 25
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Ski-in/ski-out access and a restaurant are featured at this smoke-free hotel. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Families will appreciate the onsite laundry facilities and babysitting.
Top Woodstock hotels deals

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
$389 nightly
The price is $428 total per night
$428 total
Nov 16 - Nov 17
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $149 total per night
$149 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Pet friendly
Parking included

The Jackson
43 Senior Lane, Woodstock, VT
$149 nightly
The price is $164 total per night
$164 total
Nov 5 - Nov 6
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi

On The River Inn
1653 West Woodstock Road, Woodstock, VT
$226 nightly
The price is $249 total per night
$249 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub

Sleep Woodstock Motel
4324 West Woodstock Road, Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $143 total per night
$143 total
Oct 26 - Oct 27
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on offer.
Pet friendly
Parking included

Lincoln Inn & Gallery
2709 West Woodstock Rd, Woodstock, VT
$324 nightly
The price is $356 total per night
$356 total
Oct 22 - Oct 23
Total with taxes and fees
This inn features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A fireplace in the lobby and a picnic area are also provided.
Breakfast included
Parking included
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

Billings Farm and Museum
4.5/5(13 reviews)
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.

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.
Saskadena Six Ski Area
4.5/5(14 reviews)
Hit the slopes in Woodstock with a visit to Saskadena Six Ski Area. Wander the riverfront in this quaint area.
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