A red convertible car parked in front of a brick house with black shutters and a white picket fence.

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Woodstock bed & breakfast

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, (314 reviews)
"Love this B&B - very well located, the food is amazing and the bedrooms are very comfy! Highly recommend!"
United States
Yanil
The price is ￥38,483
￥42,331 total
includes taxes & fees
Sep 13 - Sep 14
The Jackson
A living room with a grey sectional sofa, a potted plant, and a radiator.

2. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (77 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is ￥38,330
￥42,163 total
includes taxes & fees
Sep 14 - Sep 15
The Vesper
A row of cabins with a snow-covered ground and trees in the background.

3. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is ￥27,439
￥41,314 total
includes taxes & fees
Sep 30 - Oct 1
Sleep Woodstock - Dog Friendly King Suite
A modern fitness center with exercise equipment, mirrors, and a reception area.

4. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (52 reviews)
"My husband kept saying that the room was a model for providing everything a traveler might need. Lovely stay."
United States
Jeanne
The price is ￥45,962
￥50,559 total
includes taxes & fees
Sep 15 - Sep 16
Stay At Jimmy's
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

5. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (7 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is ￥35,670
￥39,236 total
includes taxes & fees
Sep 13 - Sep 14
Deer Brook Inn
A house with a red roof, a porch with white railings, and a blue door.

6. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67 reviews)
"Great place to stay"
United States
eric
The price is ￥75,893
￥83,482 total
includes taxes & fees
Sep 13 - Sep 14
Woodbridge Inn
A row of cabins with a snow-covered ground and trees in the background.

7. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

8. 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.
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

9. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is ￥18,835
￥29,221 total
includes taxes & fees
Sep 17 - Sep 18
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

10. Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
Sleep Woodstock Mobility Impaired Accessible Suite
A row of cabins with a snow-covered ground and trees in the background.

11. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is ￥29,299
￥43,849 total
includes taxes & fees
Sep 11 - Sep 12
Sleep Woodstock - Dog Friendly King Suite
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

12. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (407 reviews)
"Super clean hotel/ b&b that was perfect for my wife and I. Would stay again in a second. The staff went beyond expectations, Thanks!"
United States
James
The price is ￥21,465
￥25,973 total
includes taxes & fees
Sep 22 - Sep 23
Snowed Inn
A large, multi-story building with a symmetrical facade, multiple windows, and a balcony with railings.

13. Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (101 reviews)
"Kat and everyone were very friendly and helpful, we had a wonderful stay"
United States
Michael
The price is ￥33,219
￥36,209 total
includes taxes & fees
Sep 14 - Sep 15
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 Woodstock Hotel Reviews

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Great staff! Rooms were clean and fresh."
Jeff 2-night trip
Posted less than an hour ago
Align Inn Vermont

Find out more about Woodstock

Woodstock B&B information

Number of reviews
475
Accommodation
36 B&B
Lowest Price
￥25,973
Highest Price
￥83,482

Frequently asked questions

Searching for B&Bs in Woodstock?
Whether you're on a family vacation and want a small, cozy place to stay, or you're a solo traveler hoping to make some connections, a B&B might be the right choice for your trip. While you're enjoying your trip to Woodstock, Marsh-Billings-Rockefeller National Historical Park and Billings Park and Trail are perfect spots to get in some fresh air and greenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs all have a unique setting.
What are the top B&Bs in Woodstock?
You might consider checking out these B&Bs in Woodstock: The Jackson: 11 rooms. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Deer Brook Inn: 5 rooms. Woodbridge Inn: 6 rooms. Enjoy the free full breakfast and unique décor. Stay At Jimmy's: 3 rooms. Enjoy the jetted tubs and private yard.
How many Bed & Breakfasts should I expect to find in Woodstock?
Expedia has 19 BnBs in Woodstock so you'll have lots of options for your stay.
When is the best time to book my B&B in Woodstock?
When you're dreaming of a trip to Woodstock, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What is there to do in Woodstock?
Travelers enjoy Woodstock for its restaurants and historic landmarks. If cultural attractions are high on your list, Woodstock Town Hall Theatre and Billings Farm and Museum are spots to check out. You might put Middle Covered Bridge and Marsh-Billings-Rockefeller National Historical Park on your list if you want to see more of the area.
How can I get to and around Woodstock?
Mapping out your trip in and around Woodstock is easy with these transportation options. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.5 mi (16.9 km) from the heart of the city. Otherwise, you can search for flights to Springfield, VT (VSF-Hartness State), which is 19.4 mi (31.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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