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

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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Stockbridge bed & breakfast

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

1. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (428 reviews)
"A+ stay, everything was great about our stay here"
United States
Melissa
The price is AU$219
includes taxes & fees
25 Oct - 26 Oct
Snowed Inn
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

2. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (332 reviews)
"Amazing stay and great restaurant!"
United States
Ava
The price is AU$193
includes taxes & fees
16 Nov - 17 Nov
The Jackson
A living room with a grey sectional sofa, a potted plant, and a radiator.

3. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (82 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is AU$259
includes taxes & fees
9 Nov - 10 Nov
The Vesper
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

4. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (9 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is AU$364
includes taxes & fees
2 Nov - 3 Nov
Deer Brook Inn
A small outdoor structure with a metal roof, a chimney, and a stack of wood.

5. Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.8 out of 10, Exceptional, (27 reviews)
"Cozy inn with great innkeepers and outstanding breakfast. Loved our room and our conversations with the innkeepers."
United States
John
The price is AU$274
includes taxes & fees
2 Nov - 3 Nov
Inn at Neshobe River
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

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 AU$253
includes taxes & fees
27 Oct - 28 Oct
Sleep Woodstock - Dog Friendly King Suite
A large, two-story house with a central courtyard, surrounded by a well-maintained lawn and trees.

7. The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (224 reviews)
"Great breakfast….friendly staff…spotless room"
United States
Judith M
The price is AU$330
includes taxes & fees
4 Nov - 5 Nov
The Lilac Inn
A modern fitness center with exercise equipment, mirrors, and a reception area.

8. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (54 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 AU$469
includes taxes & fees
29 Oct - 30 Oct
Stay At Jimmy's
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

9. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was a pleasant surprise. Room was spotless and provided everything we needed. Bed was super comfortable and the location was perfect. There is a bit of road noise during the day but none at all at night. Would highly recommend this property."
United States
Mark & Joan S.
The price is AU$248
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

10. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
"Old but nice and clean."
United States
James
The price is AU$241
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a fireplace, a dining area, and a kitchen.

11. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
The price is AU$248
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

12. Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is AU$203
includes taxes & fees
10 Nov - 11 Nov
Sleep Woodstock Mobility Impaired Accessible Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

13. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AU$253
includes taxes & fees
9 Nov - 10 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

14. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AU$253
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

15. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AU$241
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

16. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AU$253
includes taxes & fees
9 Nov - 10 Nov
Sleep Woodstock - Dog Friendly King Suite
A bright bedroom with two full sized beds, crisp white linens, and a convenient in-room kitchenette.

17. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AU$213
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

18. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AU$243
includes taxes & fees
4 Nov - 5 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

19. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is AU$213
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - 2 Double Beds - Dog Friendly
A house with a red roof, a porch with white railings, and a blue door.

20. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (71 reviews)
"We loved our stay here. Everyone was so nice. The beds were incredibly comfortable. We arrived in the late afternoon in time for happy hour. We sat outside near the fire pit and watched the sunset behind the mountains. It’s a little outside of Woodstock but very convenient."
United States
Michelle
The price is AU$776
includes taxes & fees
25 Oct - 26 Oct
Woodbridge 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

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"We only stayed one night, but would love to return for a week. The room was large, comfortable, quiet, and clean. Excellent bed and pillows. We enjoyed the fitness center and breakfast was very good. The hotel staff members were friendly and efficient."
Peggy 1-night trip
Posted 1 hour ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews
507
Accommodation
33 B&B
Lowest Price
AU$193
Highest Price
AU$776

Frequently asked questions

Searching for B&Bs in Stockbridge?
If you're hoping for something a little more offbeat than your standard hotel experience, a bed and breakfast could be a great option for your trip. When you want to explore some attractions in town, Green Mountain National Forest and Les Newell Wildlife Management Area are worth a stop.
Why choose a B&B versus a traditional hotel?
With attentive service, opportunities to socialise with other guests and top-rated breakfasts, B&Bs all have a unique environment.
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 city centre. Enjoy the hot tubs and unique decor. The Vesper: 9 rooms. Situated 16.2 mi (26 km) from the heart of Stockbridge. Deer Brook Inn: 5 rooms. 15 mi (24.2 km) from the city centre. The Lilac Inn: 9 rooms. Located 16.4 mi (26.4 km) from the core of Stockbridge. Enjoy the free cooked breakfast and unique decor.
What's the best time of year to stay at a B&B in Stockbridge?
When you're dreaming of a trip to Stockbridge, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Stockbridge are March, January, December and February, with each month seeing an average of 55 cm of snowfall.
What is there to do in Stockbridge?
When you want to see some attractions in town, you might consider a visit to Green Mountain National Forest and Les Newell Wildlife Management Area. You could visit Belcher Library if you have time to see more of the area.
How can I get to and around Stockbridge?
You can plan your excursions in and around Stockbridge ahead of time with these transportation options. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 20.1 mi (32.4 km) from the city centre. 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, consider renting a car to explore more sights.

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