Search B&B 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

Other property types in Stockbridge

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
"The cabin was peaceful and everything was provided, plus some!" Stacy S
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (449)
"Great place to stay and get away. Everything you need in a quaint location. Loved the hot tub, seats on the porch, and having the ability to use the projector to watch sports/movies!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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, (194)
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
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, (32)
"Will be back!!"
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 want to find a place to stay with fewer rooms than the traditional hotel and a cozy environment, a bed and breakfast might be the perfect option for your getaway to Stockbridge.
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'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 April, with each month seeing an average of 23 inches of snowfall.
What is there to do in Stockbridge?
If you’re looking for some activities to entertain you on your trip, consider visiting Pico Mountain at Killington Ski Resort and Killington Resort. You might put Saskadena Six Ski Area and Marsh-Billings-Rockefeller National Historical Park on your list if you want 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.

Recent reviews of Stockbridge hotels
Expedia verified reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

5/5 Excellent
"After staying in Boston for 2 nights, it was so nice to come to this quiet, welcoming hotel in the mountains of Vermont! The staff made us feel right at home when we checked in and seemed to really care. Our room was very clean and we enjoyed the restaurant and the game room. We could not have chosen a better place to stay! "
A verified traveler stayed at The Mountain Inn at Killington
Posted 2 days ago
The Mountain Inn at Killington