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Check prices for these dates

Next weekend
27 Mar - 29 Mar
In two weeks
3 Apr - 5 Apr
In one month
17 Apr - 19 Apr
In two months
15 May - 17 May

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, (253 reviews)
"Harvest Barn Inn was the perfect place to stay warm on a freezing Vermont winter weekend. We absolutely loved the cozy atmosphere - homemade cookies, endless tea, plenty of books, and beautiful views. The three-course weekend breakfast was the highlight of our stay. Blessing and Kaelan were very communicative and friendly hosts. "
United States
Hannah
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 HK$1,175
HK$1,293 total
includes taxes & fees
24 Mar - 25 Mar
The Vesper
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (275 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is HK$2,023
HK$2,226 total
includes taxes & fees
15 Apr - 16 Apr
The Jackson
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (115 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is HK$1,391
HK$1,517 total
includes taxes & fees
24 Mar - 25 Mar
Stone Hearth Inn and Eatery
Building design

Dexter's Inn

Dexter's Inn
3.0 star property
Sunapee
8.8 out of 10, Excellent, (70 reviews)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
United States
Lisa
The price is HK$2,056
HK$2,231 total
includes taxes & fees
22 Mar - 23 Mar
Dexter's Inn
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 HK$1,782
HK$1,961 total
includes taxes & fees
26 Mar - 27 Mar
Deer Brook Inn
Front of property

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (49 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is HK$1,950
HK$2,145 total
includes taxes & fees
29 Mar - 30 Mar
Stay At Jimmy's
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (390 reviews)
"Wonderful stay"
United States
Gregory
The price is HK$1,224
HK$1,481 total
includes taxes & fees
16 Apr - 17 Apr
Snowed Inn
Exterior

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is HK$1,553
HK$1,693 total
includes taxes & fees
6 Apr - 7 Apr
Echo Lake Inn
Property entrance

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"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 price is HK$2,086
HK$2,295 total
includes taxes & fees
28 Mar - 29 Mar
The Woodstocker B&B
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

Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel

10/10 Excellent
"Staff was great clean room "
Kerri 1-night trip
Posted 3 hours ago
Best Western West Lebanon-Hanover Hotel

Find out more about Windsor

Windsor B&B information

Number of reviews
1,261
Accommodation
26 B&B
Lowest Price
HK$1,293
Highest Price
HK$2,295

Frequently asked questions

Searching for B&Bs in Windsor?
If you're interested in something a little different than the traditional hotel experience, a stay at a bed and breakfast could be the perfect alternative for your trip. While you're here, you can get to know Windsor by exploring its natural beauty—consider stopping at Paradise Park and Path of Life Garden.
Are you considering apartments over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests and tasty breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best bed and breakfasts in Windsor?
Here are some well-liked B&Bs in the area: Windsor Mansion Inn: 17 rooms. 0.9 mi (1.5 km) from the heart of Windsor. Enjoy the unique decor and library. The Jackson: 11 rooms. 12.2 mi (19.7 km) from the city centre. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Located 12 mi (19.3 km) from the core of Windsor.
When is the best time to book my B&B in Windsor?
When you're planning your getaway to Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm 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 should 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 map out your trip 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) away from the heart of the city. 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 explore more sights.

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