Search Resorts in Stockbridge

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

Woodstock Inn & Resort
Exterior

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (491)
"The room was very small yet comfortable. Bathroom was very tight. Very little space to put things. The bed was very soft and cozy. However there was a dead bug squished in The curtains. Cookies and hot chocolate were a nice touch and a wine tasing with great cheese was a special treat. The entrance to the Billings farm was free because we stayed at the Inn. Nice touch."
The price is AED 1,135
AED 1,410 total
includes taxes & fees
20 Jan - 21 January 2025
Woodstock Inn & Resort
The Mountain Top Inn & Resort
Front of property

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (66)
"A beautiful place- great amenities and spectacular views. It is remote and we were very thankful that there were plenty of on site EV chargers"
The price is AED 1,194
AED 1,301 total
includes taxes & fees
26 Dec - 27 Dec
The Mountain Top Inn & Resort
Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM
Exterior

Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM

Killington Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM
On The Mountain - 1 - Bedroom - Sleeps 6
Exterior

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

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is AED 1,488
AED 2,121 total
includes taxes & fees
26 Dec - 27 Dec
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Loft for two with Hot Tub
"This cute and cozy loft was perfect in every way!" JV

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub
Stetson Hollow Cabin by Stetson Brook
Cozy living space with fieldstone fireplace.

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is AED 882
AED 1,715 total
includes taxes & fees
6 Jan - 7 January 2025
Stetson Hollow Cabin by Stetson Brook
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 Basin Monthly/Seasonal/Holiday 5/6 Bedrm 2Game RM 2 Kit 3 Living RM - 9.6 mi (15.4 km) from Stockbridge. 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?
If you’re interested in local sights, Green Mountain National Forest, Pico Mountain at Killington Ski Resort, and Pico Peak are some places to visit nearby. Other attractions in the area include Killington Golf Course and Killington Resort.
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.