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Find a Bed and Breakfast in Windsor from CA $220

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Windsor bed & breakfast

Bar (on property)

1. Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (103 reviews)
"Amazing inn with wonderful hospitality! Will definitely stay again when we are back in the area."
United States
Monica
The price is CA $264
CA $286 total
includes taxes & fees
Aug 31 - Sep 1
Rosewood Country Inn
Property entrance

2. Follansbee Inn

Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (101 reviews)
"Lots of things to see and do. Wonderful Breakfast and Evening Entertainment. Local restaurants at Lake Sunapee were great."
United States
Kathryn
The price is CA $246
CA $267 total
includes taxes & fees
Aug 30 - Aug 31
Follansbee Inn
Free daily continental breakfast

3. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Perfectly clean and quaint. Friendly owner, great location"
United States
Jonathan
The price is CA $202
CA $220 total
includes taxes & fees
Aug 30 - Aug 31
The Carriage Barn Inn
Exterior

4. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (291 reviews)
"Castine is a great host, and the inn has a lot of New England charm. Great place to stay!"
United States
Saif
The price is CA $221
CA $240 total
includes taxes & fees
Sep 10 - Sep 11
Monadnock Inn
Exterior

5. Quaint New England Inn at Crotched Mountain!

Quaint New England Inn at Crotched Mountain!
Francestown
10.0 out of 10, Exceptional, (1 review)
"Great food, bar, and pool"
United States
Raymond T.
The price is CA $417
CA $516 total
includes taxes & fees
Aug 31 - Sep 1
Quaint New England Inn at Crotched Mountain!
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

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"The staff was helpful. Parking was easy. It was an ok stay. I would stay there again for the price."
Deborah 1-night trip
Posted 4 hours ago
Days Inn by Wyndham Keene NH

Find out more about Windsor

Windsor B&B information

Number of reviews
381
Accommodation
9 B&B
Lowest Price
CA $220
Highest Price
CA $516

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you're on a family vacation and want a small, cozy place to stay, or you're a solo traveler hoping to get some local recommendations, a B&B can be a good choice for many different types of travelers. When you want to explore some attractions in town, Black Pond and Windsor Town Hall are worth a stop.
Are you thinking about B&Bs over traditional hotel rooms?
Every B&B has its own unique feel. Whether it's a garden for guests to admire or a beautiful dining room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Windsor?
Below are some B&Bs in the surrounding area: Follansbee Inn: 18 rooms. Situated 15.9 mi (25.6 km) from the heart of Windsor. Enjoy the free full breakfast and unique décor. Rosewood Country Inn: 11 rooms. 8.6 mi (13.8 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Dexter's Inn: 19 rooms. Located 15.9 mi (25.7 km) from the core of Windsor. Enjoy the private yard and outdoor tennis.
When is the best time to book my B&B in Windsor?
When you're planning your escape to Windsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windsor?
When you want to check out some attractions in town, you might consider a visit to Black Pond and Windsor Town Hall. Franklin Pierce Homestead and Highland Lake are also some sites to visit 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 Concord, NH (CON-Concord Municipal), which is located 26.4 mi (42.5 km) away from the city center. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 28.6 mi (46 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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