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

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (188)
"Great people "
The price is SAR 792
SAR 871 total
includes taxes & fees
15 Jan - 16 January 2025
The Jackson

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (389)
"Nice place. Rooms were nice and comfortable."
The Vermont Inn

The Vesper

3.0 star property
9.6 out of 10, Exceptional, (12)
"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 628
SAR 690 total
includes taxes & fees
23 Dec - 24 Dec
The Vesper

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

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (312)
"Staff was very nice and inviting "
The price is SAR 906
SAR 1,096 total
includes taxes & fees
9 Jan - 10 January 2025
Snowed Inn

Mountain Valley Retreat

2.5 star property
9.8 out of 10, Exceptional, (156)
"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 467 total
includes taxes & fees
16 Jan - 17 January 2025
Mountain Valley Retreat

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (23)
"Our stay here was absolutely amazing! As soon as we walked in, we knew that we picked the right place. It was safe, clean and so close to downtown. John and Jimmy were the sweetest and made us feel right at home. We can’t recommend this place enough and will definitely be back!!"
The price is SAR 936
SAR 1,029 total
includes taxes & fees
2 Jan - 3 January 2025
Stay At Jimmy's

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (94)
"Old fashioned inn with wonderful hosts."
The price is SAR 953
SAR 1,038 total
includes taxes & fees
6 Jan - 7 January 2025
Echo Lake Inn

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

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (179)
"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 732
SAR 806 total
includes taxes & fees
9 Jan - 10 January 2025
The Lilac Inn

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

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

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

3.0 star property
Inn at Water's Edge

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

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

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
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 spa 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 Vermont Inn: 16 rooms. Situated 11.2 mi (18 km) from the heart of Stockbridge. Enjoy the 24-hour fitness center and sauna. 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?
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 Pico Mountain at Killington Ski Resort or Pico Peak 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.