Bed and Breakfast in Woodstock

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Woodstock bed & breakfast

Front of property
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (258)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Front of property
Stay At Jimmy's

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is NZ$469
includes taxes & fees
4 Jan - 5 Jan 2026
Stay At Jimmy's
Economy Room
The Vesper

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (51)
"Charming bed and breakfast"
United States
Nicholas
The price is NZ$319
includes taxes & fees
30 Dec - 31 Dec
The Vesper
Terrace/patio
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
The price is NZ$514
includes taxes & fees
4 Jan - 5 Jan 2026
Deer Brook Inn
Exterior
Mountain Valley Retreat

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (191)
"This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington."
United States
Kathy
The price is NZ$213
includes taxes & fees
11 Jan - 12 Jan 2026
Mountain Valley Retreat
Front of property
Snowed Inn

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (374)
"A wonderful hotel. The atmosphere is warm and clean."
United States
Fevzi
The price is NZ$490
includes taxes & fees
6 Jan - 7 Jan 2026
Snowed Inn
Front of property
The Vermont Inn

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is NZ$479
includes taxes & fees
11 Jan - 12 Jan 2026
The Vermont Inn
Outdoor pool
Echo Lake Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is NZ$490
includes taxes & fees
5 Jan - 6 Jan 2026
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

The Jackson

The Jackson

10/10 Excellent
"The staff was absolutely lovely. The Inn has a complimentary wine and cheese spread from 1730-1830. The hotel staff is on hand and its a great way to get to know fellow travelers and the staff themselves. My friend and I went both nights we were there and talked with Dave, one of the owners and the second night we spoke with Shawn (spelling?) We talked of books and going to Connecticut, to Yale and Mystic for Pizza. "
Nicole 2-night trip
Posted 4 days ago
The Jackson

Find out more about Woodstock

Woodstock B&B information

Number of reviews
1,408
Accommodation
17 B&B
Lowest Price
NZ$213
Highest Price
NZ$490

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. Stay At Jimmy's: 3 rooms. Enjoy the Jetted bath and private garden. Woodbridge Inn: 6 rooms. Enjoy the free full breakfast and unique decor. The Woodstocker B&B: 9 rooms. Enjoy the free cooked breakfast and sauna.
How many bed & breakfasts should I expect to find in Woodstock?
Expedia has 7 B&Bs for your stay in Woodstock.
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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