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

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 HK$966
HK$1,063 total
includes taxes & fees
5 Nov - 6 Nov
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 HK$1,294
HK$1,423 total
includes taxes & fees
9 Nov - 10 Nov
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 HK$2,345
HK$2,579 total
includes taxes & fees
29 Oct - 30 Oct
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 HK$1,825
HK$2,007 total
includes taxes & fees
2 Nov - 3 Nov
Deer Brook Inn
A row of cabins with a snow-covered ground and trees 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)
"Very clean and easy check in process"
United States
Lana P.
The price is HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees 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)
"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 HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - Dog Friendly King Suite
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
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 HK$733
HK$1,286 total
includes taxes & fees
28 Oct - 29 Oct
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
8.0 out of 10, Very good, (1 review)
The price is HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
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 Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is HK$634
HK$1,047 total
includes taxes & fees
19 Nov - 20 Nov
Sleep Woodstock Mobility Impaired Accessible Suite
A row of cabins with a snow-covered ground and trees in the background.

10. 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 HK$725
HK$1,277 total
includes taxes & fees
2 Nov - 3 Nov
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

11. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

12. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

13. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is HK$692
HK$1,240 total
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

14. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is HK$766
HK$1,322 total
includes taxes & fees
4 Nov - 5 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

15. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is HK$815
HK$1,376 total
includes taxes & fees
16 Nov - 17 Nov
Sleep Woodstock - Dog Friendly King Suite
A house with a red roof, a porch with white railings, and a blue door.

16. 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
Woodbridge Inn
A row of cabins with a snow-covered ground and trees in the background.

17. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is HK$618
HK$1,159 total
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock - 2 Double Beds - Dog Friendly
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)
"It was a fantastic stay and all that we wanted in a charming inn on the mountain."
United States
Marleen
The price is HK$996
HK$1,205 total
includes taxes & fees
28 Oct - 29 Oct
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.
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Top Woodstock Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We enjoyed our stay at The Shire. We chose a room with a river view, so we were located in a nicely restored house located right next to the main Inn. Our room was very spacious, clean and comfortable. The location was perfect for walking into town, and a quick drive to the Marsh-Billings-Rockefeller National Historic Park."
Judy 1-night trip
Posted 4 hours ago
The Shire Woodstock

Find out more about Woodstock

Woodstock B&B information

Number of reviews
916
Accommodation
36 B&B
Lowest Price
HK$1,047
Highest Price
HK$2,579

Frequently asked questions

Searching for B&Bs in Woodstock?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're a solo traveller hoping to make some connections, B&Bs can be a great choice for many travellers. 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 considering an apartment instead of a traditional hotel?
With attentive service, an atmosphere suited to mingling with other guests and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Woodstock?
You might consider looking into 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 decor. Stay At Jimmy's: 3 rooms. Enjoy the Jetted bath and private garden.
How many bed & breakfasts should I expect to find in Woodstock?
Expedia has 19 bed and breakfasts 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Woodstock are March, January, November and February, with each month seeing an average of 38 cm of snowfall.
What is there to do in Woodstock?
Travellers 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 visit. You should 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) away from the city centre. 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, you may want to rent a car for your trip.

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