A snowy ski slope with skiers, a cabin, and a mountain range in the background.

Best Resorts in Stockbridge

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Stockbridge resorts

1. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.2 out of 10, Wonderful, (131 reviews)
"Oh wow!! I would stay here again tomorrow! Beautiful property, restaurant has amazing food and convenient location. We stayed in the Long View Barn, the 60 mile view was even more spectacular than we imagined!"
United States
Allison
$276 nightly
The price is $301
Oct 27 - Oct 28
Total with taxes and fees
The Mountain Top Inn & Resort

2. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (623 reviews)
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
United States
Ann
$409 nightly
The price is $450
Nov 16 - Nov 17
Total with taxes and fees
Woodstock Inn & Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge Resorts information

Number of reviews
Accommodation
2 Resorts
Lowest Price
$301
Highest Price
$450

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, 5-minute walk from Green Mountain National Forest. 9.9 mi (16 km) from Stockbridge. Has a private beach, ski-in/ski-out access, and a seasonal outdoor pool.
What can I do in Stockbridge?
Green Mountain National Forest, Les Newell Wildlife Management Area, and Belcher Library are a few of the interesting sights to visit. Other attractions in the area include Green Mountain National Golf Course and Silver Lake State Park.
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.

Explore a world of travel with Expedia