Photo by Rachel Samanyi

B&B in Windsor County

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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 Windsor County bed & breakfast

Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (257)
"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
Interior
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 Rp3.114.147
Rp3.425.696 total
includes taxes & fees
30 Dec - 31 Dec
The Vesper
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (107)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is Rp3.504.397
Rp3.819.792 total
includes taxes & fees
29 Dec - 30 Dec
Stone Hearth Inn and Eatery
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 Rp4.177.473
Rp4.595.220 total
includes taxes & fees
5 Jan - 6 Jan 2026
Stay At Jimmy's
Front of property – evening/night
Golden Stage Inn B&B

Golden Stage Inn B&B

Golden Stage Inn B&B
3.5 star property
Cavendish
10.0 out of 10, Exceptional, (31)
"We love this place so much!! Best owners, beautiful Inn and grounds, amazing food....and the cookies and cake are Money!!"
United States
Adam
Golden Stage Inn B&B
Exterior
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 Rp4.889.824
Rp5.329.908 total
includes taxes & fees
5 Jan - 6 Jan 2026
Echo Lake Inn
Front of property – evening/night
Woodbridge Inn

Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67)
"Staff was very friendly and welcoming "
United States
Michael
Woodbridge Inn
Exterior
The Woodstocker B&B

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The Woodstocker B&B
Terrace/patio
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (21)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
United States
Joseph
Deer Brook Inn
Front of property – evening/night
Windsor Mansion Inn

Windsor Mansion Inn

Windsor Mansion Inn
3.5 star property
Windsor
9.2 out of 10, Wonderful, (289)
"We had a lovely time at the Windsor Mansion Inn over New Years! Andy was incredible accommodating and friendly to make our group feel right at home. The beds were very comfortable the the rooms were spacious. The mansion is gorgeous. Yummy breakfast too. We hope to stay again!"
United States
Margaret
Windsor Mansion Inn
Lobby sitting area
Inn at Water's Edge

Inn at Water's Edge

Inn at Water's Edge
3.0 star property
Plymouth
Inn at Water's Edge
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 Windsor County Hotel Reviews

Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"No breakfast and parking was ok"
Tammy 1-night trip
Posted 3 days ago
Hotel Coolidge

Find out more about Windsor County

Windsor County B&B information

Number of reviews
631
Accommodation
11 B&B
Lowest Price
Rp3.425.696
Highest Price
Rp5.329.908