Group of people in the Killington Ski Resort, Stockbridge , Vermont at winter

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Our top choices for Stockbridge bed & breakfast

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (288 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is AED 579
AED 636 total
includes taxes & fees
2 Jul - 3 Jul
The Jackson

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (63 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is AED 643
AED 707 total
includes taxes & fees
23 Jun - 24 Jun
The Vesper

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (49 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
23 Jun - 24 Jun
Stay At Jimmy's

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
23 Jun - 24 Jun
Sleep Woodstock - Dog Friendly King Suite

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (2 reviews)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
United States
Sara
The price is AED 804
AED 884 total
includes taxes & fees
24 Jun - 25 Jun
Deer Brook Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is AED 740
AED 807 total
includes taxes & fees
22 Jun - 23 Jun
Echo Lake Inn

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (397 reviews)
"Very convenient location with warmth and wonderful hosts."
United States
Martin
The price is AED 489
AED 591 total
includes taxes & fees
23 Jun - 24 Jun
Snowed Inn

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
23 Jun - 24 Jun
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
22 Jun - 23 Jun
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 297
AED 551 total
includes taxes & fees
15 Jul - 16 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 339
AED 598 total
includes taxes & fees
20 Jul - 21 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is AED 289
AED 478 total
includes taxes & fees
25 Jun - 26 Jun
Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
23 Jun - 24 Jun
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (430 reviews)
"Clean, cozy, nice staff!"
United States
Mary
The price is AED 715
AED 780 total
includes taxes & fees
28 Jun - 29 Jun
The Vermont Inn

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
25 Jun - 26 Jun
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
5 Jul - 6 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
5 Jul - 6 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 370
AED 632 total
includes taxes & fees
30 Jun - 1 Jul
Sleep Woodstock - Dog Friendly King Suite

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (18 reviews)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is AED 579
AED 636 total
includes taxes & fees
22 Jun - 23 Jun
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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Top Stockbridge Hotel Reviews

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 Les Newell Wildlife Management Area 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 Jackson: 11 rooms. 15.7 mi (25.2 km) from the heart of Stockbridge. Enjoy the designer toiletries and library. Snowed Inn: 19 rooms. 9.8 mi (15.8 km) from the downtown core. Enjoy the hot tubs and unique décor. The Vesper: 9 rooms. Situated 16.2 mi (26 km) from the heart of Stockbridge. The Vermont Inn: 16 rooms. 11.2 mi (18 km) from the heart of downtown. Enjoy the 24-hour fitness center and sauna. The Lilac Inn: 9 rooms. Located 16.4 mi (26.4 km) from the core of Stockbridge. Enjoy the free cooked breakfast and unique décor.
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 Les Newell Wildlife Management Area. You might check out Belcher Library 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.