Deals on vacations and trips to South Woodstock

Save when you book South Woodstock package deals

Choose two or more items and save on your trip:

South Woodstock flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,838, price is now $1,581 per person
$1,581
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services, barbecue grills, and a virtual front desk are also on offer.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $2,131, price is now $1,734 per person
$1,734
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
An outdoor pool is featured at this apartment, along with a virtual front desk. Take advantage of the free self parking.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,896, price is now $1,598 per person
$1,598
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. 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.
Treehouse Home in Ludlow

Treehouse Home in Ludlow

2 out of 5
Save 100% on your flight
Price was $5,009, price is now $4,223 per person
$4,223
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.
Beechwood Home in Mendon

Beechwood Home in Mendon

2 out of 5
Price was $3,503, price is now $3,033 per person
$3,033
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Houston (IAH) to Rutland (RUT)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.

Top South Woodstock hotels deals

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
$182 nightly
The price is $200 total per night
$200 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Self parking, a terrace, and a lobby fireplace are also offered.
Hot Tub
Pet friendly
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$167 nightly
The price is $182 total per night
$182 total
Feb 23 - Feb 24
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$349 nightly
The price is $384 total per night
$384 total
Feb 22 - Feb 23
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
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $132 total per night
$132 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $197 total per night
$197 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Enjoy the free ski shuttle and onsite ski storage. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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
$140 nightly
The price is $154 total per night
$154 total
Feb 1 - Feb 2
Total with 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 gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in South Woodstock
View all properties
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 $1,581, 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

Fall foliage surrounding red barns at Jenne Farm in South Woodstock, Vermont, New England, North America
Fall foliage surrounding red barns at Jenne Farm in South Woodstock, Vermont, New England, North America
South Woodstock, Vermont has a quintessential horse country look about it. Today's event was jumping.

Explore More Ways to Travel with Travelocity