
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.

Solitude Village at Okemo
Clock Tower Base Area
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) 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.



Winterplace at Okemo
Clock Tower Base Area
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) 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.

Jackson Gore Village
Jackson Gore Base Area
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) 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 $384 per night
$384
includes taxes & fees
$349 per night
Apr 23 - Apr 24
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 $132 per night
$132
includes taxes & fees
$120 per night
Apr 23 - Apr 24
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 $195 per night
$195
includes taxes & fees
$177 per night
Apr 23 - Apr 24
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

The Jackson
43 Senior Lane, Woodstock, VT
The price is $273 per night
$273
includes taxes & fees
$248 per night
Apr 23 - Apr 24
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

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 23 - Apr 24
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 Vesper
21 Pleasant St, Woodstock, VT
The price is $111 per night
$111
includes taxes & fees
$100 per night
Apr 28 - Apr 29
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.
Woodstock Town Hall Theatre
4.5/5(5 reviews)
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.
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