Find Stockbridge Bed And Breakfast

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

B&B in Stockbridge

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 ￥39,567
￥59,131 total
includes taxes & fees
Jun 25 - Jun 26
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (31)
"Jimmy and John were amazing hosts! Very communicative!"
The price is ￥28,785
￥31,664 total
includes taxes & fees
Jun 26 - Jun 27
Stay At Jimmy's
The Vesper
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi

The Vesper

3.0 star property
9.4 out of 10, Exceptional, (20)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is ￥25,442
￥27,987 total
includes taxes & fees
Jun 19 - Jun 20
The Vesper
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (216)
"What a lovely place to stay. The couple that manage The Jackson are absolutely wonderful and made our stay fabulous. I would highly recommend staying here with gorgeous surroundings, charming rooms and lovely hospitality."
The Jackson
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 ￥10,849
￥25,922 total
includes taxes & fees
Jun 19 - Jun 20
Windswept Acres Northeast Room - Charming Homestay in Chelsea with WiFi & ponds
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 ￥10,126
￥35,156 total
includes taxes & fees
Jun 19 - Jun 20
Windswept Acres Southeast Room - Charming Homestay in Chelsea with WiFi & ponds
Echo Lake Inn
Exterior

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is ￥28,149
￥30,682 total
includes taxes & fees
Jul 15 - Jul 16
Echo Lake Inn
Snowed Inn
Front of property

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (350)
"Such a beautiful and cozy place to stay!! Welcoming atmosphere and people! Had a wonderful time!"
The price is ￥18,949
￥22,928 total
includes taxes & fees
Jun 22 - Jun 23
Snowed Inn
Mountain Valley Retreat
Exterior

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (177)
"Beautiful scenery. Accommodating hosts, helpful to move my luggage up and down staircase, even putting into my car when I departed. Excellent made to order breakfast, multiple decaf coffee refills, even preparing a to go coffee in my travel cup. I would definitely stay again when visiting this region. A gem."
The price is ￥15,912
￥17,980 total
includes taxes & fees
Jun 30 - Jul 1
Mountain Valley Retreat
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Outdoor dining

Korean Gourmet Stay at Swiss Farm Inn - 1 night

The price is ￥57,860
￥91,373 total
includes taxes & fees
Jun 19 - Jun 20
Korean Gourmet Stay at Swiss Farm Inn - 1 night
Inn at Neshobe River
Exterior

Inn at Neshobe River

3.0 star property
9.2 out of 10, Wonderful, (11)
"This is a charming BNB. Our room was gorgeous, the bed very comfortable and the breakfast delicious. The inn keepers are delightful and the definition of hospitable and welcoming. The Inns setting is lovely with well kept and lovely grounds. A real bonus is that right next door is a craft beer and wine tasting room. The award winning beer was great!"
The price is ￥21,553
￥23,708 total
includes taxes & fees
Jun 23 - Jun 24
Inn at Neshobe River
The Lilac Inn
Exterior

The Lilac Inn

3.5 star property
9.6 out of 10, Exceptional, (189)
"Great place to Stay 5 STARS"
The price is ￥29,814
￥32,797 total
includes taxes & fees
Jun 27 - Jun 28
The Lilac Inn
The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center
Terrace/patio

The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center

The price is ￥130,260
￥162,825 total
includes taxes & fees
Jun 23 - Jun 24
The Upper Suites at Chipman Inn- 5 min to Middlebury College's Rikert Outdoor Center
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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. Mountain Valley Retreat: 2 rooms. Situated 7.2 mi (11.5 km) from the heart of Stockbridge. Enjoy the free full breakfast and private yard. Stay At Jimmy's: 3 rooms. 16.3 mi (26.3 km) from the heart of downtown. Enjoy the jetted tubs and private yard. Snowed Inn: 19 rooms. Located 9.8 mi (15.8 km) from the core of Stockbridge. Enjoy the hot tubs 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.