20 Best B&B in Stockbridge, VT - Bed and Breakfast from $148

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

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

Killington

James

$136 nightly

Sep 1 - Sep 2

Total with taxes and fees

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

2. The Jackson

West Woodstock

Brian

$179 nightly

Sep 1 - Sep 2

Total with taxes and fees

A living room with a grey sectional sofa, a potted plant, and a radiator.

3. The Vesper

Woodstock

Keith

$175 nightly

Aug 31 - Sep 1

Total with taxes and fees

A two-story house with a porch, surrounded by trees.

4. Inn at Neshobe River

Brandon

Keith

$175 nightly

Aug 31 - Sep 1

Total with taxes and fees

A row of cabins with a snow-covered ground and trees in the background.

5. Sleep Woodstock - Dog Friendly King Suite

Woodstock

David M.

$134 nightly

Aug 31 - Sep 1

Total with taxes and fees

A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

6. Deer Brook Inn

Woodstock

Laurence

$228 nightly

Sep 7 - Sep 8

Total with taxes and fees

A large, two-story house with a central courtyard, surrounded by a well-maintained lawn and trees.

7. The Lilac Inn

Brandon

Kymberly

$217 nightly

Sep 29 - Sep 30

Total with taxes and fees

A house with a red roof, a porch with white railings, and a blue door.

8. Woodbridge Inn

Woodstock

eric

$495 nightly

Sep 18 - Sep 19

Total with taxes and fees

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Top Stockbridge Hotel Reviews

White River Inn and Suites

8/10 Good

"Very clean and pleasant environment"

The Mountain Inn at Killington

10/10 Excellent

"We loved this hotel. We were here in the summer, so we enjoyed the outdoor seating and the outdoor heated pool, plus very close distance to Killington Adventure Center (could have walked but we chose to drive). The game room was great for our teenagers, with a full pool table and board games. The staff was extremely friendly and knowledgable of the area, and gave suggestions for nearby restauarants and hikes. The upstairs has a large indoor lounge area to relax outside your hotel room with friends, which I can see being awesome after a day of skiing."

Align Inn Vermont

10/10 Excellent

"First night of three, great room, very comfortable. Went to get coffee, came back, key worked. Went for awesome breakfast provided, key didn't work. Even desk master card didn't work. They were going to change the battery so we went exploring. Got back, still not working so were moved to another room which I will absolutely request next time we go there! Highly recommend, can't wait to see the wellness spa retreat portion which is still in development. Staff very accommodating and friendly. Pizza Chef next door with cute miniature golf course!! Probably best pizza we've had in a very long time. Do not hesitate to book here!"

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

The Shire Woodstock

8/10 Good

"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."

Emrose Luxury Cabins

10/10 Excellent

"The Cabins are very nice clean and cozy , love how well they were thought out to fit everything so perfectly in a small space . Full bathroom , full kitchen and nice size refrigerator and microwave . Perfect for a romantic getaway . Plus the outdoor accommodations were great . And can’t wait for the soon to come restaurant and lounge for the guests . A++ stay . Staff were very nice and helpful"

Super 8 by Wyndham White River Junction

8/10 Good

"Friendly, helpful, staff and a comfortable room with a nice view. Facility needs some maintenance. Walls were chipped, sink did not drain well, and shower was difficult to operate. Walking up to the second level without an elevator with a suitcase was okay for me. But, unlikely for mobility impaired people."

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews	1,117
Accommodation	32 B&B
Lowest Price	$148
Highest Price	$545

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Stockbridge?

Prices for B&Bs in Stockbridge often vary, but you can find a great deal from $148 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Stockbridge B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

When is the best time to book a Bed and Breakfast in Stockbridge?

The best time to book a B&B in Stockbridge is during the vibrant summer season from June to August. This period attracts visitors eager to immerse themselves in the cultural richness and natural beauty of the Berkshires. With warm temperatures generally ranging from the mid-60s to mid-80s Fahrenheit, summer is ideal for outdoor activities such as hiking and exploring the picturesque gardens and art museums that Stockbridge is known for.

July stands out as the most popular month for travelers, when the town buzzes with energy from various festivals, outdoor concerts, and art events. The lush, green landscape and lively community atmosphere create memorable experiences for those looking to enjoy both relaxation and adventure.

For travelers seeking a more budget-friendly option, consider October. This month offers a stunning display of fall foliage, transforming the region into a colorful tapestry of reds, oranges, and yellows. The cooler temperatures (typically ranging from the mid-40s to mid-60s Fahrenheit) make it a comfortable time for scenic drives and leisurely strolls through the charming town.

What is the difference between a Stockbridge Bed and Breakfast and a hotel?

Every Stockbridge B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Stockbridge B&Bs.

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Our top choices for Stockbridge bed & breakfast

1. Snowed Inn

2. The Jackson

3. The Vesper

4. Inn at Neshobe River

5. Sleep Woodstock - Dog Friendly King Suite

6. Deer Brook Inn

7. The Lilac Inn

8. Woodbridge Inn

9. Stay At Jimmy's

10. Sleep Woodstock - Dog Friendly King Suite

11. Sleep Woodstock - Dog Friendly King Suite

12. Sleep Woodstock - Dog Friendly King Suite

13. Sleep Woodstock - Dog Friendly King Suite

14. Sleep Woodstock - Dog Friendly King Suite

15. Echo Lake Inn

Top Stockbridge Hotel Reviews

White River Inn and Suites

The Mountain Inn at Killington

Align Inn Vermont

On The River Inn

Killington Mountain Lodge, Tapestry Collection by Hilton

The Shire Woodstock

Emrose Luxury Cabins

Super 8 by Wyndham White River Junction

Comfort Inn Rutland - Killington

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia

Book Stockbridge Bed & Breakfast

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Stockbridge bed & breakfast

1. Snowed Inn

2. The Jackson

3. The Vesper

4. Inn at Neshobe River

5. Sleep Woodstock - Dog Friendly King Suite

6. Deer Brook Inn

7. The Lilac Inn

8. Woodbridge Inn

9. Stay At Jimmy's

10. Sleep Woodstock - Dog Friendly King Suite

11. Sleep Woodstock - Dog Friendly King Suite

12. Sleep Woodstock - Dog Friendly King Suite

13. Sleep Woodstock - Dog Friendly King Suite

14. Sleep Woodstock - Dog Friendly King Suite

15. Echo Lake Inn

Top Stockbridge Hotel Reviews

White River Inn and Suites

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia