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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, (309)
"The kindest and most accommodating hosts. We enjoyed their level of hospitality. The sleep was a bit interrupted throughout the night with doors constantly slamming. Overall though, we enjoyed our stay and will stay again (in a different room downstairs possibly). "
The price is SAR 627
SAR 759 total
includes taxes & fees
27 Nov - 28 Nov
Snowed Inn
The Jackson House Inn
Exterior
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (180)
"Such a beautiful inn! Breakfast was amazing. "
The price is SAR 931
SAR 1,024 total
includes taxes & fees
18 Nov - 19 Nov
The Jackson House Inn
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
9.6 out of 10, Exceptional, (155)
"Nestled beneath Killington this cute gem was a lovely spot not too far off Rt4, for our overnight stay. Nicely clean, artfully decorated and equipped. Staff were lovely and breakfast was delicious."
The price is SAR 413
SAR 467 total
includes taxes & fees
17 Nov - 18 Nov
Mountain Valley Retreat
The Vesper
Room
The Vesper
3.0 star property
9.6 out of 10, Exceptional, (11)
"Dana and her staff were so welcoming and our experience was nothing less than perfect. My husband and I travel for a living and I feel like The Vesper is a little hidden gem that we have discovered and we look forward to staying there again. Stephanie Louris Ps.. Breakfast was so delicious!!"
The price is SAR 510
SAR 561 total
includes taxes & fees
17 Nov - 18 Nov
The Vesper
The Vermont Inn
Front of property
The Vermont Inn
3.0 star property
9.2 out of 10, Wonderful, (389)
"Nice place. Rooms were nice and comfortable."
The Vermont Inn
Stay At Jimmy's
Front of property
Stay At Jimmy's
3.0 star property
10.0 out of 10, Exceptional, (20)
"I loved the attention to detail. We stay in a decent number of inns, B&Bs and hotels - most of which are excellent. This is the only one with decent tea AND agave. Some other distinguishing features: bidet, lots of snacks & refreshments, baked goods for breakfast already in room, adjustable-light mirror and embossed toilet paper. I loved that the rooms were not colonial decor with flowered bedding and traditional furniture - so common in this area. Very clean with the guest in mind!"
The price is SAR 747
SAR 822 total
includes taxes & fees
24 Nov - 25 Nov
Stay At Jimmy's
The Lilac Inn
Exterior
The Lilac Inn
3.5 star property
9.6 out of 10, Exceptional, (177)
"The Lilac Inn was lovely and the Inn owner was welcoming. The 2 bed room my daughter and I shared was very nice and comfortable. The Inn was an easy walk to downtown."
The price is SAR 806
SAR 886 total
includes taxes & fees
19 Nov - 20 Nov
The Lilac Inn
The Buckmaster Inn
Property entrance
The Buckmaster Inn
3.0 star property
10.0 out of 10, Exceptional, (56)
"Elizabeth and Richard were absolutely wonderful hosts! I enjoyed every second of staying at this property. They went out of their way to be hospitable and to make all guests comfortable. The breakfast was fantastic each day and they had wonderful suggestions for the local area. I was already planning a trip back before I had even checked out. Highly recommend!!"
The Buckmaster 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 952
SAR 1,038 total
includes taxes & fees
17 Dec - 18 Dec
Echo Lake Inn
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

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, (39)
"Amazing house great price but note that there are only two split units cooling down the house which means one bed room only gets ac if the other bedrooms split unit is on and both doors are open"
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, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
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, (219)
"Very clean , everything we needed and more , beautiful hot tub , very cozy cabin nicely decorated "
Cozy Loft for two with Hot Tub
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 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 spa tubs and unique décor. The Jackson House Inn: 11 rooms. 15.7 mi (25.2 km) from the downtown core. Enjoy the designer toiletries and library. The Lilac Inn: 9 rooms. Situated 16.4 mi (26.4 km) from the heart of Stockbridge. Enjoy the free cooked breakfast and unique décor. Mountain Valley Retreat: 2 rooms. 7.2 mi (11.5 km) from the heart of downtown. Enjoy the free full breakfast and private yard. The Vesper: 9 rooms. Located 16.2 mi (26 km) from the core of Stockbridge.
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?
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.