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

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Our top choices for Stockbridge bed & breakfast

1. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (402 reviews)
"Everything was nice"
United States
Rouslan
The price is AED 466
AED 564 total
includes taxes & fees
12 Aug - 13 Aug
Snowed Inn

2. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (300 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is AED 592
AED 651 total
includes taxes & fees
23 Aug - 24 Aug
The Jackson

3. Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (20 reviews)
"This place is a jewel. I wish I had arranged to stay longer. It's a peaceful and beautiful place and the hosts couldn't be more hospitable. I look forward to my next stay!"
United States
Gregory
The price is AED 643
AED 707 total
includes taxes & fees
7 Aug - 8 Aug
Inn at Neshobe River

4. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (70 reviews)
"Great easy parking and seamless entry. Good stay."
United States
Terry
The price is AED 643
AED 707 total
includes taxes & fees
18 Aug - 19 Aug
The Vesper

5. 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 AED 420
AED 695 total
includes taxes & fees
23 Aug - 24 Aug
Sleep Woodstock - Dog Friendly King Suite

6. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (50 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
9 Aug - 10 Aug
Stay At Jimmy's

7. The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (221 reviews)
"Great breakfast….friendly staff…spotless room"
United States
Judith M
The price is AED 860
AED 946 total
includes taxes & fees
9 Aug - 10 Aug
The Lilac Inn

8. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (4 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 846
AED 931 total
includes taxes & fees
9 Aug - 10 Aug
Deer Brook Inn

9. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 289
AED 543 total
includes taxes & fees
10 Aug - 11 Aug
Sleep Woodstock - Dog Friendly King Suite

10. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 343
AED 602 total
includes taxes & fees
18 Aug - 19 Aug
Sleep Woodstock - Dog Friendly King Suite

11. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 351
AED 610 total
includes taxes & fees
19 Aug - 20 Aug
Sleep Woodstock - Dog Friendly King Suite

12. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 382
AED 644 total
includes taxes & fees
18 Aug - 19 Aug
Sleep Woodstock - Dog Friendly King Suite

13. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is AED 393
AED 661 total
includes taxes & fees
16 Aug - 17 Aug
Sleep Woodstock - Dog Friendly King Suite

14. 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 821
AED 895 total
includes taxes & fees
11 Aug - 12 Aug
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

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 unique décor and arcade game room. Deer Brook Inn: 5 rooms. Located 15 mi (24.2 km) from the core of Stockbridge.
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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