A snowy ski slope with skiers, a cabin, and a mountain range in the background.

Find a Bed and Breakfast in Stockbridge from CA $205

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Stockbridge bed & breakfast

Front of property

1. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (406 reviews)
"Super clean hotel/ b&b that was perfect for my wife and I. Would stay again in a second. The staff went beyond expectations, Thanks!"
United States
James
The price is CA $176
CA $213 total
includes taxes & fees
Sep 7 - Sep 8
Snowed Inn
Restaurant

2. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (311 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is CA $219
CA $241 total
includes taxes & fees
Sep 8 - Sep 9
The Jackson
Exterior

3. Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (21 reviews)
"Great little inn Fantastic breakfast Brewery on the property that overlooks a golf course"
United States
Keith
The price is CA $242
CA $267 total
includes taxes & fees
Sep 3 - Sep 4
Inn at Neshobe River
Interior

4. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (74 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is CA $243
CA $268 total
includes taxes & fees
Sep 7 - Sep 8
The Vesper
Interior

5. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (7 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is CA $319
CA $351 total
includes taxes & fees
Sep 2 - Sep 3
Deer Brook Inn
Exterior

6. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Considering the place was hit by a TORNADO the week prior to our visit, the accommodations were great, and the owner/host was in remarkably good spirits despite hassles with insurance."
United States
David M.
The price is CA $121
CA $217 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Woodstock - Dog Friendly King Suite
Exterior

7. The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (222 reviews)
"Beautiful property, beautiful garden, close to everything"
United States
Kymberly
The price is CA $305
CA $335 total
includes taxes & fees
Oct 1 - Oct 2
The Lilac Inn
Front of property - evening/night

8. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67 reviews)
"Great place to stay"
United States
eric
The price is CA $648
CA $713 total
includes taxes & fees
Sep 15 - Sep 16
Woodbridge Inn
Front of property

9. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"My husband kept saying that the room was a model for providing everything a traveler might need. Lovely stay."
United States
Jeanne
The price is CA $484
CA $532 total
includes taxes & fees
Sep 10 - Sep 11
Stay At Jimmy's
Exterior

10. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $205 total
includes taxes & fees
Sep 2 - Sep 3
Sleep Woodstock - Dog Friendly King Suite
Exterior

11. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $128
CA $225 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Woodstock - Dog Friendly King Suite
Exterior

12. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $121
CA $217 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Woodstock - Dog Friendly King Suite
Exterior

13. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $167
CA $269 total
includes taxes & fees
Sep 17 - Sep 18
Sleep Woodstock - Dog Friendly King Suite
Exterior

14. Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (101 reviews)
"Kat and everyone were very friendly and helpful, we had a wonderful stay"
United States
Michael
The price is CA $288
CA $314 total
includes taxes & fees
Sep 9 - Sep 10
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
"Our room was beautiful, clean, and quiet. The bed was comfortable, and the amenities in the bathroom were a real indulgence."
Mary Beth 1-night trip
Posted 1 hour ago
Woodstock Inn & Resort

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
1,120
Accommodation
32 B&B
Lowest Price
CA $205
Highest Price
CA $713

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. Deer Brook Inn: 5 rooms. 15 mi (24.2 km) from the heart of downtown.Stay At Jimmy's: 3 rooms. Located 16.3 mi (26.3 km) from the core of Stockbridge. Enjoy the jetted tubs 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 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.

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