B&B in Woodstock

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Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

B&B in Woodstock

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

1. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (337 reviews)
The price is $132
$145 total
includes taxes & fees
Nov 3 - Nov 4
The Jackson
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 neighborhoods in Woodstock

A calm lake surrounded by dense green forest and a clear sky.
Photo by Jessie Festa
Open Photo by Jessie Festa

West Woodstock

The West Woodstock neighborhood is loved for its restaurants and riverfront, and has lots of things to do and see including Union Arena Community Center.

Top landmarks in Woodstock

A herd of cows grazing in a fenced pasture with trees and a building in the background.

Billings Farm and Museum

9.2/10 (84 reviews)
If visiting museums in Woodstock are on your list, you might want to check out the upcoming exhibitions at Billings Farm and Museum. Our travelers also like this historical area for its riverfront setting. If you have fun at Billings Farm and Museum, you'll love Sugarbush Farm and Red Wagon Toy Company, both located nearby.
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Learn more about Woodstock

Covered bridges frame a town that seems plucked from a snow globe, even without snow. The village green hosts impromptu picnics while locals debate which maple syrup truly deserves Vermont bragging rights. At Billings Farm, Jersey cows with aristocratic lineage produce ice cream worth the brain freeze. Marsh-Billings-Rockefeller Park offers hiking trails where the forest feels deliberately arranged, because it was. The town's bookshop stocks volumes that somehow smell better than those ordered online. Middle Bridge provides the perfect frame for photos that will make social media followers wonder if you've time-traveled. Mount Tom's summit rewards minimal effort with maximum views, while the town's general store sells penny candy that mysteriously costs more than pennies.

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A wooden covered bridge with a sign reading 'Slippery When Wet' and a sign above the entrance that says 'Michael's Bridge.'

About the destination

What's Woodstock Like for B&Bs?

Are you looking for a friendly accommodation in Woodstock where it's easy to chat with other guests? Book one of our 19 B&Bs on Hotels.com and enjoy a pleasant vacation. After you have a yummy breakfast at your B&B, you'll be all set to discover what's special about this destination. Visitors to Woodstock enjoy the restaurants. Consider visiting Woodstock Town Hall Theatre, Billings Farm and Museum, and Marsh-Billings-Rockefeller National Historical Park when it's time to venture out of your cozy little bed & breakfast.