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

Find Woodstock Bed And Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (334 reviews)
"Amazing stay and great restaurant!"
United States
Ava
The price is ￥19,326
￥21,259 total
includes taxes & fees
Nov 5 - Nov 6
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, (82 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is ￥25,883
￥28,471 total
includes taxes & fees
Nov 9 - Nov 10
The Vesper
A modern fitness center with exercise equipment, mirrors, and a reception area.

3. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (55 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 ￥46,904
￥51,595 total
includes taxes & fees
Oct 29 - Oct 30
Stay At Jimmy's
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

4. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (9 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is ￥36,496
￥40,145 total
includes taxes & fees
Nov 1 - Nov 2
Deer Brook Inn
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

5. 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.
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
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.

6. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was a pleasant surprise. Room was spotless and provided everything we needed. Bed was super comfortable and the location was perfect. There is a bit of road noise during the day but none at all at night. Would highly recommend this property."
United States
Mark & Joan S.
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
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.

7. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
"Old but nice and clean."
United States
James
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a fireplace, a dining area, and a kitchen.

8. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 16 - Nov 17
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.

9. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Woodstock - 2 Double Beds - Dog Friendly
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
The price is ￥13,671
￥22,034 total
includes taxes & fees
Nov 19 - Nov 20
Sleep Woodstock Mobility Impaired Accessible Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

11. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 23 - Nov 24
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

12. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is ￥12,354
￥23,175 total
includes taxes & fees
Oct 27 - Oct 28
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

13. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Very clean and easy check in process"
United States
Lana P.
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Woodstock - Dog Friendly King Suite
A bright bedroom with two full sized beds, crisp white linens, and a convenient in-room kitchenette.

14. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is ￥13,836
￥24,804 total
includes taxes & fees
Nov 3 - Nov 4
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

15. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
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.

16. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is ￥16,307
￥27,523 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Woodstock - 2 Double Beds - Dog Friendly
A house with a red roof, a porch with white railings, and a blue door.

17. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (71 reviews)
"We loved our stay here. Everyone was so nice. The beds were incredibly comfortable. We arrived in the late afternoon in time for happy hour. We sat outside near the fire pit and watched the sunset behind the mountains. It’s a little outside of Woodstock but very convenient."
United States
Michelle
The price is ￥77,651
￥85,416 total
includes taxes & fees
Oct 27 - Oct 28
Woodbridge Inn
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

18. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (432 reviews)
"A+ stay, everything was great about our stay here"
United States
Melissa
The price is ￥19,922
￥24,106 total
includes taxes & fees
Oct 28 - Oct 29
Snowed 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Everything was great Except both of us got stomachache after breakfast But nice staff And we enjoyed"
Baotran 1-night trip
Posted 1 hour ago
Fireside Inn & Suites West Lebanon

Find out more about Woodstock

Woodstock B&B information

Number of reviews
916
Accommodation
35 B&B
Lowest Price
￥21,259
Highest Price
￥85,416

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 Marsh-Billings-Rockefeller National Historical Park and Saskadena Six Ski Area 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.

Explore a world of travel with Expedia