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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, (279 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is AED 658
AED 724 total
includes taxes & fees
21 May - 22 May
The Jackson

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (60 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
United States
Melissa
The price is AED 574
AED 631 total
includes taxes & fees
10 May - 11 May
The Vesper

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 270
AED 461 total
includes taxes & fees
10 May - 11 May
Sleep Woodstock - 2 Double Beds - Dog Friendly

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
"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 846
AED 931 total
includes taxes & fees
11 May - 12 May
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 779
AED 849 total
includes taxes & fees
26 May - 27 May
Echo Lake Inn

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (428 reviews)
"Clean room | Hot tub | Pet-friendly "
United States
Shanshan
The price is AED 715
AED 780 total
includes taxes & fees
12 May - 13 May
The Vermont Inn

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (394 reviews)
"Wonderful stay"
United States
Gregory
The price is AED 671
AED 812 total
includes taxes & fees
5 Jun - 6 Jun
Snowed Inn

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.4 out of 10, Exceptional, (16 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 643
AED 707 total
includes taxes & fees
15 May - 16 May
Inn at Neshobe River

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 270
AED 461 total
includes taxes & fees
10 May - 11 May
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 482 total
includes taxes & fees
12 May - 13 May
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is AED 270
AED 457 total
includes taxes & fees
11 May - 12 May
Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AED 270
AED 461 total
includes taxes & fees
11 May - 12 May
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 270
AED 461 total
includes taxes & fees
11 May - 12 May
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 482 total
includes taxes & fees
11 May - 12 May
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 482 total
includes taxes & fees
11 May - 12 May
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 482 total
includes taxes & fees
10 May - 11 May
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 482 total
includes taxes & fees
11 May - 12 May
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 293
AED 486 total
includes taxes & fees
2 Jun - 3 Jun
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 482 total
includes taxes & fees
18 May - 19 May
Sleep Woodstock - Dog Friendly King Suite

The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (216 reviews)
"Great breakfast….friendly staff…spotless room"
United States
Judith M
The price is AED 834
AED 917 total
includes taxes & fees
8 May - 9 May
The Lilac 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

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. The Vesper: 9 rooms. 16.2 mi (26 km) from the downtown core. Snowed Inn: 19 rooms. Situated 9.8 mi (15.8 km) from the heart of Stockbridge. Enjoy the hot tubs and unique décor. 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.