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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Stockbridge bed & breakfast

Exterior

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (195 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
The price is AED 404
AED 457 total
includes taxes & fees
26 Jan - 27 Jan
Mountain Valley Retreat
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (262 reviews)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (53 reviews)
"Charming bed and breakfast"
United States
Nicholas
The price is AED 644
AED 708 total
includes taxes & fees
4 Feb - 5 Feb
The Vesper
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (378 reviews)
"We had such a wonderful time at the Snowed Inn and we’re already looking forward to coming back next year! The staff and owners were incredibly warm and friendly, the atmosphere was fantastic, and the location was perfect! Highly recommend!!"
United States
Corey
The price is AED 784
AED 949 total
includes taxes & fees
25 Jan - 26 Jan
Snowed Inn
Front of property

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (417 reviews)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is AED 942
AED 1,027 total
includes taxes & fees
25 Jan - 26 Jan
The Vermont Inn
Front of property

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (47 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is AED 915
AED 1,006 total
includes taxes & fees
25 Jan - 26 Jan
Stay At Jimmy's
Interior

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
The price is AED 1,021
AED 1,123 total
includes taxes & fees
8 Feb - 9 Feb
Deer Brook Inn
Exterior

The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (213 reviews)
"Clean, quaint and lovely! Great service and located in a cozy little town. "
United States
Jessica
The price is AED 852
AED 937 total
includes taxes & fees
26 Jan - 27 Jan
The Lilac Inn
Exterior

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98 reviews)
"No lake-view. Friendly staff, excellent breakfast."
United States
Wendy
The price is AED 1,006
AED 1,097 total
includes taxes & fees
24 Feb - 25 Feb
Echo Lake Inn
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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Top Stockbridge Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Excellent hotel, staff well trained. "
Christian 3-night trip
Posted 3 days ago
Woodstock Inn & Resort

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. When you want to explore some attractions in town, Green Mountain National Forest and Belcher Library are worth a stop.
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: The Vermont Inn: 16 rooms. 11.2 mi (18 km) from the heart of Stockbridge. Enjoy the 24-hour fitness center and sauna. The Jackson: 11 rooms. 15.7 mi (25.2 km) from the downtown core. Enjoy the designer toiletries and library. Snowed Inn: 19 rooms. Situated 9.8 mi (15.8 km) from the heart of Stockbridge. Enjoy the hot tubs and unique décor. The Vesper: 9 rooms. 16.2 mi (26 km) from the heart of downtown.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 check out some attractions in town, you might consider a visit to Green Mountain National Forest and Belcher Library. You might check out Les Newell Wildlife Management Area 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.