A snow-covered river valley with a bridge and a town.

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Check prices for these dates

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sep - 20 Sep

Our top choices for Windsor bed & breakfast

Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (297 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is 5.755.091 ₫
6.330.600 ₫ total
includes taxes & fees
13 Aug - 14 Aug
The Jackson
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (67 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is 3.947.250 ₫
4.341.975 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Vesper
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 6.546.708 ₫
7.201.379 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Stay At Jimmy's
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 6.060.043 ₫
6.605.447 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Echo Lake Inn
Interior

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (4 reviews)
"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 6.116.834 ₫
6.728.517 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Deer Brook Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (120 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is 5.491.899 ₫
5.986.170 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Stone Hearth Inn and Eatery
Games room

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
Dexter's Inn
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (400 reviews)
"Very convenient location with warmth and wonderful hosts."
United States
Martin
The price is 3.447.265 ₫
4.171.191 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Snowed Inn
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (268 reviews)
"Amazing property and hosts...If you are looking for a quiet getaway with a river view and gourmet breakfast, look no further!"
United States
Paul
The price is 4.571.653 ₫
4.983.102 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Harvest Barn 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

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

8/10 Good
"Nice room. Could have used some water cups in the bathroom and maybe some sort of table or small desk to go with the chairs that were there."
Sharon 1-night trip
Posted 3 hours ago
Hideaway Inn Mt.Sunapee

Find out more about Windsor

Windsor B&B information

Number of reviews
871
Accommodation
16 B&B
Lowest Price
4.171.191 ₫
Highest Price
7.201.379 ₫

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.
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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