Search B&B in Stockbridge

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

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (313)
"Great place and people. Hot tub was nice too. They had home cooked breakfast (took a little long) but great. Fully recommend"
The price is AED 885
AED 1,071 total
includes taxes & fees
9 Jan - 10 Jan
Snowed Inn

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (189)
"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 AED 774
AED 852 total
includes taxes & fees
6 Jan - 7 Jan
The Jackson

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 AED 471
AED 518 total
includes taxes & fees
6 Jan - 7 Jan
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

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (391)
"Great location & affordable lodging. "
The Vermont 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 AED 404
AED 457 total
includes taxes & fees
13 Jan - 14 Jan
Mountain Valley Retreat

The Buckmaster Inn

3.0 star property
10.0 out of 10, Exceptional, (57)
"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

2.5 star property
8.6 out of 10, Excellent, (94)
"Old fashioned inn with wonderful hosts."
The price is AED 931
AED 1,015 total
includes taxes & fees
6 Jan - 7 Jan
Echo Lake Inn

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (180)
"Great place to Stay 5 STARS"
The price is AED 804
AED 885 total
includes taxes & fees
6 Jan - 7 Jan
The Lilac Inn

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 AED 915
AED 1,006 total
includes taxes & fees
6 Jan - 7 Jan
Stay At Jimmy's

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

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (223)
"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

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

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (167)
"Property was nice. Great pool area. "
Amazing Mountain Condo - Right across the street to Killington Resort
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. Mountain Valley Retreat: 2 rooms. Situated 7.2 mi (11.5 km) from the heart of Stockbridge. Enjoy the free full breakfast and private yard. The Vesper: 9 rooms. 16.2 mi (26 km) from the heart of downtown.
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.