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

Check prices for these dates

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

Eagle Ridge Treehouse

4.0 star property
Eagle Ridge Treehouse
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.
Don't see what you're looking for?
See all available properties in Stockbridge
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Stockbridge

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

10.0 out of 10, Exceptional, (486)
"We loved our stay! The cabin is cozy and filled with everything you could need. LOVED the hot tub and surrounding property—so much to explore. The kitchen is well stocked and any of our questions were answered by the provided guest book/signage. We would love to stay again."
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (235)
"My sister and I had an amazing time staying in the loft with our 2 pups. It was such a cozy space and located in a very quiet area - perfect for relaxing! Jeff and his family did a wonderful job of providing everything you may need from recommendations on things to do in the area to supplies at the loft. They were very hospitable! "
Cozy Loft for two with Hot Tub & Mtn Views

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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?
Here are our top-rated resorts around Stockbridge: Killington Weekly/Monthly/Seasonal/Holiday 5/6 Bdrms 2Game RM 2 Kit 3 LVR 4BA - 9.6 mi (15.4 km) from Stockbridge. Features a hot tub. On The Mountain - 1 - Bedroom - Sleeps 6 - Located just steps from Killington Resort. 11 mi (17.8 km) from Stockbridge. Has a fitness center. Mountain Green Resort Condos - Getaway - Golf resort, 5-minute walk from Killington Resort. 10.9 mi (17.5 km) from Stockbridge. Enjoy the fitness center and free self parking. The Woods Resort And Spa - GetAway - 8.9 mi (14.3 km) from Stockbridge. Amenities include 3 outdoor tennis courts, a health club, and 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.