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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare B&B in Stockbridge with updated reviews, rates, and availability.

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Other property types in Stockbridge

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, (229)
"This was a perfect way to relax and enjoy our anniversary. Lots of privacy. Great views. The hot tub outside with, fire pit and grill were a highlight. Sitting outside in the hot tub while it snowed was a magical way to start our first night. "
Cozy Loft for two with Hot Tub
Spectacular opportunity to enjoy the finest property in Killington Summit
Outside view in the wintertime.

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit
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)
"very clean and easy to access close to mountain"
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

Searching for B&Bs in Stockbridge?
If you’re looking for something a little quirkier than your standard hotel, a bed and breakfast could be a great option for your getaway. If your ideal vacation to Stockbridge includes spending lots of time outside, Green Mountain National Forest is a good spot to enjoy the scenery.
Why would you choose a B&B over a traditional hotel room?
With attentive service, opportunities to socialize with other guests, and tasty breakfasts, B&Bs offer a one-of-a-kind setting.
What are the best B&Bs in Stockbridge?
Below are some B&Bs in the surrounding area: Snowed Inn: 19 rooms. 9.8 mi (15.8 km) from the heart of Stockbridge. Enjoy the hot tubs and unique décor. The Jackson: 11 rooms. 15.7 mi (25.2 km) from the downtown core. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Situated 16.2 mi (26 km) from the heart of Stockbridge. The Vermont Inn: 16 rooms. 11.2 mi (18 km) from the heart of downtown. Enjoy the 24-hour fitness center and sauna.
What's the best time of year to stay at a B&B in Stockbridge?
When you’re dreaming of a stay in Stockbridge, be sure to take into account the year-round temperatures. 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 is there to do in Stockbridge?
When you want to explore some things to do in Stockbridge, consider a visit to Green Mountain National Forest. You might also consider a trip to sites like Killington Resort or Appalachian Trail Adventures if you have time to see more of the area.
How can I get to and around Stockbridge?
Mapping out your trip in and around Stockbridge is easy with these transportation options. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 20.1 mi (32.4 km) away from the city center. You can also search 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, you may want a rental car for your journey.