Search Resorts in Stockbridge

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Check prices for these dates

Next weekend
30 May - 1 Jun
In two weeks
6 Jun - 8 Jun
In one month
20 Jun - 22 Jun
In two months
18 Jul - 20 Jul

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

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (517)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
The price is AED 1,135
AED 1,410 total
includes taxes & fees
26 May - 27 May
Woodstock Inn & Resort
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (81)
"Great views and food. "
The price is AED 1,194
AED 1,496 total
includes taxes & fees
21 May - 22 May
The Mountain Top Inn & Resort
Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA
Exterior

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
Interior

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/MTB Sleeps 20 home w/ mountain views near Killington/Woodstock. Rent 2 units
Terrace/patio

Ski/MTB Sleeps 20 home w/ mountain views near Killington/Woodstock. Rent 2 units

10.0 out of 10, Exceptional, (1)
"Loved the stay. Very clean and welcoming. Host was great with communication and accommodation. "
The price is AED 1,073
AED 2,941 total
includes taxes & fees
3 Jun - 4 Jun
Ski/MTB Sleeps 20 home w/ mountain views near Killington/Woodstock. Rent 2 units
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Loft for two with Hot Tub & Mtn Views
Exterior

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (241)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views
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?
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 Appalachian Trail Adventures.
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.