Deals on vacations and trips to South Woodstock

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Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Clock Tower Base Area
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
New York (LGA) to Rutland (RUT)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
New York (LGA) to Springfield (VSF)
This vacation home features laundry facilities. Take advantage of the free self parking.

Top South Woodstock hotels deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Jun 4 - Jun 5
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd, Quechee, VT
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $145 total per night
$145 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$419 nightly
The price is $461 total per night
$461 total
Jun 1 - Jun 2
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
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $142 total per night
$142 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.
Hot Tub
Pet friendly
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3 out of 5
35 Labombard Rd, Lebanon, NH
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $184 total per night
$184 total
Jun 29 - Jun 30
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $132 total per night
$132 total
Jun 4 - Jun 5
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
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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.

Frequently asked questions

How much are vacation packages to South Woodstock?
Starting from as little as $779, hotel and flight packages are a fabulous way to stretch your vacation budget. Watch out South Woodstock — here you come!
How long should my South Woodstock vacation be?
There aren’t any hard and fast rules for how long you should spend in South Woodstock, but many travelers stay around 3 nights. Got some wiggle room in your departure date? Extend your escape by another night or two. Then you’ll have plenty of time to check out the area’s off-the-beaten-path gems as well.
Where can I get the best vacation package deals for South Woodstock?
One word — Travelocity. With no less than 400 partner airlines and 1,000,000 properties across the globe, it’s easy to put together a South Woodstock package deal that suits your travel style.
Why should I purchase my South Woodstock vacation bundle via Travelocity?
With top-notch service, 24/7 support and some of the most amazing getaways around, you’ll never roam alone. And if you find a better price, we’ll match it. That’s our Price Match Guarantee.
Can I save on my South Woodstock car rental if I combine it with my hotel or flight?
Bundling your flight, car and hotel into a South Woodstock vacation package is a great way to land the best deal. Plus, having your own rental car gives you the freedom to get to all the landmarks you want to explore. Sitting 110 mi away from South Woodstock, Fenway Park is one attraction that should be on your agenda. Fill up the tank and make a day trip of it.
Which airport is best for South Woodstock?
Lebanon Municipal Airport (LEB), 12 mi east of the city center, is where many people start their adventures in South Woodstock. But Rutland Southern Vermont Regional Airport (RUT) (20 mi away from central South Woodstock) could suit you better.
Where should I stay when visiting South Woodstock?
The Kedron Valley Inn is the number one choice of many visitors. Book now before it’s too late.

Photos of local treasures

Browse South Woodstock vacation photos for more inspiration

Photo by George Sykes
Photo by George Sykes