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Check prices for these dates

Next weekend
24 Muh. - 26 Muh.
In two weeks
31 Muh. - 2 Saf.
In one month
14 Saf. - 16 Saf.
In two months
14 Rab. I - 16 Rab. I

Compare 15 B&B in Stockbridge with updated reviews, rates, and availability.

Snowed Inn
Front of property

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (319)
"Fantastic hosts, awesome breakfast, close to the mountain, cookies at night, hot tub, large fireplace best choice around "
The price is SAR 904
SAR 1,094 total
includes taxes & fees
23 Jan - 24 Jan
Snowed Inn
The Jackson
Exterior

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (192)
"the manager Lea was wonderful and most accommodating . she went above and beyond to be sure we had everything we needed. The inn is very quaint and exceptionally clean. The breakfast could use more choices if it is going to stay continental. Not what you would expect from a Bed and Breakfast! That would be our biggest complaint."
The price is SAR 791
SAR 870 total
includes taxes & fees
22 Jan - 23 Jan
The Jackson
The Vesper
Room

The Vesper

3.0 star property
9.6 out of 10, Exceptional, (13)
"I loved that this property was within walking distance to all the shops and restaurants in downtown Woodstock "
The price is SAR 475
SAR 522 total
includes taxes & fees
26 Jan - 27 Jan
The Vesper
The Chipman Inn
Terrace/patio

The Chipman Inn

3.0 star property
9.6 out of 10, Exceptional, (138)
"This is a lovely old Inn. We found that there was not good lighting to read in our room and just one chair. As the weather was poor It would have been nice to spend time reading. Ther is a couch downstairs that we could have used. "
The Chipman Inn
Mountain Valley Retreat
Property grounds

Mountain Valley Retreat

2.5 star property
9.8 out of 10, Exceptional, (157)
"Quiet charming home a few miles off the highway. Only 2 rooms and a very picturesque, relaxing setting. Will serve a home cooked full breakfast in the morning. "
The price is SAR 413
SAR 466 total
includes taxes & fees
22 Jan - 23 Jan
Mountain Valley Retreat
The Buckmaster Inn
Property entrance

The Buckmaster Inn

3.0 star property
10.0 out of 10, Exceptional, (58)
"Very charming B&B with amazing hosts!"
The Buckmaster Inn
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (392)
"Great location & affordable lodging. "
The Vermont Inn
The Lilac Inn
Exterior

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (180)
"Great place to Stay 5 STARS"
The price is SAR 756
SAR 832 total
includes taxes & fees
26 Jan - 27 Jan
The Lilac Inn
Echo Lake Inn
Front of property

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (94)
"Old fashioned inn with wonderful hosts."
The price is SAR 951
SAR 1,037 total
includes taxes & fees
21 Jan - 22 Jan
Echo Lake Inn
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (24)
"The owners of Jimmy's went above and beyond in every way and the room was fantastic! "
The price is SAR 934
SAR 1,028 total
includes taxes & fees
26 Jan - 27 Jan
Stay At Jimmy's
The Woodstocker B&B
Front of property

The Woodstocker B&B

4.0 star property
10.0 out of 10, Exceptional, (50)
"This is a lovely and charming guest house / B&B, run by a very nice and friendly couple. During our stay they recommended a number of places to visit and were warm and welcoming every day. I would not hesitate to book with them again."
The Woodstocker B&B
Woodbridge Inn
Front of property - evening/night

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Darling -- Wonderful location, hosts and great breakfast -- We will be back during ski season. Thank you. "
Woodbridge Inn
Deer Brook Inn
Property entrance

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely be back! Plan your stay!! You won’t be disappointed!!"
Deer Brook Inn
Inn at Water's Edge
Front of property

Inn at Water's Edge

3.0 star property
Inn at Water's Edge
Inn at Neshobe River
Exterior

Inn at Neshobe River

3.0 star property
9.0 out of 10, Wonderful, (10)
"Owners were so nice, bed was great, linens and towels were wonderful. House is very old and only drawback (which is original to the house and should not be changed!) is the bar/latch style door handles. The Violet Room has its private bathroom across the hall landing, but if you get up in the night as we do, you do make a lot of noise rattling those handles! Walls are thin.But that didn't disturb us, since the other patrons on our visit were very quiet and considerate. If you are looking for...
Inn at Neshobe River
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

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, (226)
"Such a cute, quaint space. Would love to come back in the summer to take full advantage of the area. Came in the winter time so we could not use the deck and fire pit. Definitely a great feature for extra space to eat on the deck during warmer time. Pull up coffee table inside is convenient for eating during Winter, since there is no other dining area. Winter time is great if you ski/snowboard, close to ski areas. We went into Rochester for lunch one day, and was a nice small "downtown". The...
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, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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, (477)
"It was great! Nice spot, great hottub and close to ski slopes"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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?
Here are some B&Bs in the surrounding area: 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 Lilac Inn: 9 rooms. 16.4 mi (26.4 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor. Mountain Valley Retreat: 2 rooms. Located 7.2 mi (11.5 km) from the core of Stockbridge. Enjoy the free full breakfast and private yard.
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 Appalachian Trail Adventures or Pico Mountain at Killington Ski Resort 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.