
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.

Jackson Gore Village
Jackson Gore Base Area
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. 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.
Top Woodstock hotels deals

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is $373 per night
$373
includes taxes & fees
$339 per night
Apr 6 - Apr 7
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
The price is $138 per night
$138
includes taxes & fees
$125 per night
Apr 9 - Apr 10
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

506 On the River Inn
1653 West Woodstock Road, Woodstock, VT
The price is $253 per night
$253
includes taxes & fees
$230 per night
Apr 1 - Apr 2
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
The price is $129 per night
$129
includes taxes & fees
$117 per night
Apr 1 - Apr 2
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

The Jackson
43 Senior Lane, Woodstock, VT
The price is $218 per night
$218
includes taxes & fees
$198 per night
Apr 12 - Apr 13
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi

The Vesper
21 Pleasant St, Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
The price is $140 per night
$140
includes taxes & fees
$127 per night
Apr 29 - Apr 30
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
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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