
Deals on vacations and trips to Woodstock
Save when you book Woodstock package deals
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
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
$489 nightly
The price is $538 total per night
$538 total
Aug 17 - Aug 18
Total includes 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

On The River Inn
1653 West Woodstock Road, Woodstock, VT
$252 nightly
The price is $278 total per night
$278 total
Jul 27 - Jul 28
Total includes 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

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $202 total per night
$202 total
Jul 27 - Jul 28
Total includes 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

Sleep Woodstock Motel
4324 West Woodstock Road, Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $129 total per night
$129 total
Jul 30 - Jul 31
Total includes 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
$116 nightly
The price is $128 total per night
$128 total
Jul 28 - Jul 29
Total includes taxes and fees
This inn features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning. A fireplace in the lobby and a picnic area are also provided.
Breakfast included
Parking included

The Jackson
43 Senior Lane, Woodstock, VT
$249 nightly
The price is $274 total per night
$274 total
Jul 28 - Jul 29
Total includes 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
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.
Frequently asked questions
Photos of local treasures
Browse Woodstock vacation photos for more inspiration





Top all inclusive vacation packages with airfare
Book a vacation to Woodstock
Most popular
Hotels
- Hotels in Montpelier
- Hotels in St. Albans
- Hotels in Newport
- Hotels in Shelburne
- Hotels in Jeffersonville
- Hotels in Waterbury
- Pet Friendly Hotels in Burlington
- Hotels in Essex Junction
- Hotels in Ludlow
- Hotels in Killington
- Hotels in Burlington
- Hotels in Middlebury
- Hotels in Rutland
- Hotels in South Burlington
- Hotels in Brattleboro
- Hotels in Williston
- Hotels in Northfield
- Hotels in Randolph
- Hotels in Manchester
- Hotels in White River Junction
- Hotels in Jericho
- Hotels in West Dover
- Hotels in Stowe
- Hotels in St. Johnsbury
- Hotels in Colchester
- Hotels in Barre