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Compare 4 Resorts in Stockbridge with updated reviews, rates, and availability.

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (503)
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. The shops were expensive but worth browsing & buying. "
The price is SAR 1,121
SAR 1,399 total
includes taxes & fees
16 Mar - 17 Mar
Woodstock Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (76)
"Very clean. Room was top notch. Views were spectacular. Had to ask for house keeping each day. However they did a great job. Woukd definately stay again and again "
The price is SAR 774
SAR 844 total
includes taxes & fees
1 Apr - 2 Apr
The Mountain Top Inn & Resort

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA

Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA

On The Mountain - 1 - Bedroom - Sleeps 6

On The Mountain - 1 - Bedroom - Sleeps 6
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.
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Other property types in Stockbridge

Mountain Green

2.0 star property
6.4 out of 10, (7)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is SAR 700
SAR 940 total
includes taxes & fees
10 Mar - 11 Mar
Mountain Green

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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

What can I expect from a resort vacation in Stockbridge?
You deserve a break, and a resort is the ideal place to find all the amenities and services you need for a relaxing time in Stockbridge. One of the comfortable resorts in the surrounding area could be just what you’re looking for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's a top resort for my stay in Stockbridge?
Our highest-rated resorts around Stockbridge: Woodstock Inn & Resort - Luxury resort. 16.2 mi (26 km) from Stockbridge. Features 4 restaurants, 2 bars, and a golf course. The Mountain Top Inn & Resort - Beach resort. 9.9 mi (16 km) from Stockbridge. Has a private beach, ski-in/ski-out access, and a seasonal outdoor pool. Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA - 9.6 mi (15.4 km) from Stockbridge. Enjoy the hot tub. On The Mountain - 1 - Bedroom - Sleeps 6 - Located just steps from Killington Resort. 11 mi (17.8 km) from Stockbridge. Amenities include a fitness center.
What can I do in Stockbridge?
Killington Adventure Center offers fun for the whole family, while Killington Resort is one of the most popular places to visit nearby. For more to see in the area, you can spend time at Green Mountain National Forest or Les Newell Wildlife Management Area.
What's the seasonal weather like in Stockbridge?
The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Stockbridge are March, January, December, and February, with each month seeing an average of 22 inches of snowfall.
What's the best way to get to and around Stockbridge?
Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 20.1 mi (32.4 km) from the city center. Otherwise, look for flights into Lebanon, NH (LEB-Lebanon Municipal), which is 24.8 mi (39.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.