Search Resorts in Stockbridge

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (452)
"A beautiful and luxurious inn in a picture-book town. "
The price is AED 1,502
AED 1,799 total
includes taxes & fees
4 Aug - 5 Aug
Woodstock Inn & Resort
The Mountain Top Inn & Resort
3.5 star property
9.0 out of 10, Wonderful, (42)
"Beautiful grounds and rooms, great food. Friendly, helpful staff. "
The price is AED 955
AED 1,041 total
includes taxes & fees
8 Jul - 9 Jul
The Mountain Top Inn & Resort
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
Save an average of 15% on thousands of hotels when you're signed in
On The Mountain - 1 - Bedroom - Sleeps 6
On The Mountain - 1 - Bedroom - Sleeps 6
Don't see what you're looking for?
See all available properties in Stockbridge
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.

Other property types in Stockbridge

Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (200)
"Such a beautiful spot - perfect for a much needed weekend of peace and quiet."
Cozy Loft for two with Hot Tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (180)
"great for quiet and relax"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Comfortable mountain gem with pool, mountain views, & indoor parking space
8.8 out of 10, Excellent, (19)
"The unit and building are showing their age, but everything is clean and the location is great. The kids enjoyed the brand new pool, sauna, and hot tub"
The price is AED 206
AED 1,003 total
includes taxes & fees
8 Jul - 9 Jul
Comfortable mountain gem with pool, mountain views, & indoor parking space
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 can I do in Stockbridge?
If you’re interested in local sights, Green Mountain National Golf Course, Appalachian Trail Adventures, and Gifford Woods State Park are some places to visit nearby. Other attractions in the area include Pico Mountain at Killington Ski Resort and Killington Golf Course.
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 April, with each month seeing an average of 23 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.

Recent reviews of Stockbridge hotels
Expedia verified reviews