Find a Bed and Breakfast in Windsor from CA $166

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Check prices for these dates

Next weekend
Apr 17 - Apr 19
In two weeks
Apr 24 - Apr 26
In one month
May 8 - May 10
In two months
Jun 5 - Jun 7

Our top choices for Windsor bed & breakfast

Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is CA $176
CA $192 total
includes taxes & fees
Apr 14 - Apr 15
Harvest Barn Inn
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (57 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is CA $182
CA $200 total
includes taxes & fees
Apr 23 - Apr 24
The Vesper
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is CA $266
CA $290 total
includes taxes & fees
May 12 - May 13
Stone Hearth Inn and Eatery
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (277 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is CA $318
CA $350 total
includes taxes & fees
Apr 13 - Apr 14
The Jackson
Interior

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
United States
Sara
The price is CA $347
CA $382 total
includes taxes & fees
Apr 12 - Apr 13
Deer Brook Inn
Exterior detail

Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
The price is CA $102
CA $180 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock Mobility Impaired Accessible Suite
Exterior

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $102
CA $166 total
includes taxes & fees
Apr 12 - Apr 13
Sleep Woodstock - 2 Double Beds - Dog Friendly
Exterior

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $102
CA $166 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - 2 Double Beds - Dog Friendly
Exterior

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $102
CA $166 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - 2 Double Beds - Dog Friendly
Exterior

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $102
CA $166 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - 2 Double Beds - Dog Friendly
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - Dog Friendly King Suite
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - Dog Friendly King Suite
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - Dog Friendly King Suite
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 13 - Apr 14
Sleep Woodstock - Dog Friendly King Suite
Exterior

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is CA $102
CA $166 total
includes taxes & fees
Apr 16 - Apr 17
Sleep Woodstock - 2 Double Beds - Dog Friendly
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 15 - Apr 16
Sleep Woodstock - Dog Friendly King Suite
Exterior

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
The price is CA $109
CA $174 total
includes taxes & fees
Apr 20 - Apr 21
Sleep Woodstock - Dog Friendly King Suite
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (394 reviews)
"Wonderful stay"
United States
Gregory
The price is CA $308
CA $373 total
includes taxes & fees
Apr 23 - Apr 24
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 Windsor Hotel Reviews

Hotel Coolidge

Hotel Coolidge

4/10 Poor
"If you're passing through and just need to sleep, okay. While I was only there 1 night, the room made my eyes and nose sting slightly. Yes, the place is historic, but really needs serious maintenance. Someone also tried the door handle in the middle of the night. "
Brenda 1-night trip
Posted 12 hours ago
Hotel Coolidge

Find out more about Windsor

Windsor B&B information

Number of reviews
1,104
Accommodation
24 B&B
Lowest Price
CA $166
Highest Price
CA $382

Frequently asked questions

Searching for B&Bs in Windsor?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway. While you're here, you can get to know Windsor by exploring its natural beauty. Consider a stop by Paradise Park and Path of Life Garden.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to interact with the owner, and hearty breakfasts, B&Bs offer a unique setting.
What are the best bed and breakfasts in Windsor?
Below are some well-liked B&Bs in the area: The Jackson: 11 rooms. 12.2 mi (19.7 km) from the heart of Windsor. Enjoy the designer toiletries and library. The Vesper: 9 rooms. 12 mi (19.3 km) from the heart of downtown.
What's the best time of year to book my B&B in Windsor?
When you're planning your stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What is there to do in Windsor?
When you want to spend some time in the great outdoors, Connecticut River and Paradise Park are some notable spots. You might put American Precision Museum and Harpoon Brewery on your list if you want to see more of the area.
How can I get to and around Windsor?
You can plan your excursions in and around Windsor ahead of time with these transportation options. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the city center. Otherwise, you can search for flights to Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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