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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 16 B&B in Stockbridge with updated reviews, rates, and availability.

The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (212)
"The hotel is great, the rooms are large and comfortable, the steep stairs are not for the faint hearted. "
The price is AED 820
AED 902 total
includes taxes & fees
9 Jun - 10 Jun
The Jackson
Snowed Inn
Front of property

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (349)
"Such a beautiful and cozy place to stay!! Welcoming atmosphere and people! Had a wonderful time!"
The price is AED 481
AED 582 total
includes taxes & fees
5 Jun - 6 Jun
Snowed Inn
The Vesper
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets

The Vesper

3.0 star property
9.6 out of 10, Exceptional, (19)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is AED 579
AED 636 total
includes taxes & fees
3 Jun - 4 Jun
The Vesper
Mountain Valley Retreat
Exterior

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (175)
"We very much enjoyed our stay. The room was delightfully cozy with it's own heating/cooling, a smart tv and overlooked the stream, which could be heard from the bed. Breakfast was wonderful and the hosts were very accomodating to our dietary needs and early schedule."
The price is AED 404
AED 457 total
includes taxes & fees
3 Jun - 4 Jun
Mountain Valley Retreat
The Lilac Inn
Exterior

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (186)
"Great place to Stay 5 STARS"
The price is AED 833
AED 916 total
includes taxes & fees
4 Jun - 5 Jun
The Lilac Inn
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (402)
"Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!"
The Vermont Inn
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (30)
"Jimmy greeted us as we arrived. Clean, modern suite with private entrance. We loved the place and plan to return."
The price is AED 915
AED 1,006 total
includes taxes & fees
3 Jun - 4 Jun
Stay At Jimmy's
Woodbridge Inn
Front of property - evening/night

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Breakfast is very thoughtful and delicious, vegetarian friendly!"
Woodbridge Inn
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Terrace/patio

Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature

10.0 out of 10, Exceptional, (1)
"A warm and inviting host and a cute cozy space to spend a few days. Nice big bedrooms with a fireplace our host supplied wood and we were able to enjoy that. Great location for visiting our son at Dartmouth really close to Woodstock and Quechee!Great stay!"
The price is AED 809
AED 1,248 total
includes taxes & fees
8 Jun - 9 Jun
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
The Woodstocker B&B
Exterior

The Woodstocker B&B

4.0 star property
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
The Woodstocker B&B
The Buckmaster Inn
Exterior

The Buckmaster Inn

3.0 star property
10.0 out of 10, Exceptional, (60)
"Very charming B&B with amazing hosts!"
The Buckmaster Inn
Echo Lake Inn
Exterior

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Old fashioned inn with wonderful hosts."
The price is AED 703
AED 766 total
includes taxes & fees
9 Jun - 10 Jun
Echo Lake Inn
Windswept Acres Southeast Room - Charming Homestay in Chelsea with WiFi & ponds
Miscellaneous

Windswept Acres Southeast Room - Charming Homestay in Chelsea with WiFi & ponds

The price is AED 257
AED 893 total
includes taxes & fees
11 Jun - 12 Jun
Windswept Acres Southeast Room - Charming Homestay in Chelsea with WiFi & ponds
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Outdoor dining

Korean Gourmet Stay at Swiss Farm Inn - 1 night

The price is AED 1,469
AED 2,320 total
includes taxes & fees
3 Jun - 4 Jun
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Inn at Neshobe River
Exterior

Inn at Neshobe River

3.0 star property
9.0 out of 10, Wonderful, (10)
The price is AED 547
AED 602 total
includes taxes & fees
16 Jun - 17 Jun
Inn at Neshobe River
Windswept Acres Northeast Room - Charming Homestay in Chelsea with WiFi & ponds
Terrace/patio

Windswept Acres Northeast Room - Charming Homestay in Chelsea with WiFi & ponds

The price is AED 275
AED 967 total
includes taxes & fees
11 Jun - 12 Jun
Windswept Acres Northeast Room - Charming Homestay in Chelsea with WiFi & ponds
Deer Brook Inn
Terrace/patio

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
Deer Brook Inn
Inn at Water's Edge
Bar (on property)

Inn at Water's Edge

3.0 star property
Inn at Water's Edge
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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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. If your ideal vacation to Stockbridge includes spending lots of time outside, Green Mountain National Forest is a good spot to enjoy the scenery.
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. Mountain Valley Retreat: 2 rooms. 7.2 mi (11.5 km) from the heart of downtown. Enjoy the free full breakfast and private yard. 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.