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Book Windsor Bed & Breakfast

Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Windsor bed & breakfast

Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
$171 nightly
The price is $185
Jul 20 - Jul 21
Total with taxes and fees
The Carriage Barn Inn
Bar (on property)

Rosewood Country Inn

Rosewood Country Inn
3.0 star property
Bradford
9.8 out of 10, Exceptional, (98 reviews)
"Very clean, very charming little Inn"
United States
Glen
$202 nightly
The price is $219
Jul 15 - Jul 16
Total with taxes and fees
Rosewood Country Inn
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (288 reviews)
"The Inn was charming with lots of character. You can see the pieces of history inside the rooms even though they’ve modernized it for comfort. It was perfect. Stay for us inconvenient locations to the places we needed to go. I would definitely stay there again."
United States
Nicole
$183 nightly
The price is $198
Jul 16 - Jul 17
Total with taxes and fees
Monadnock Inn
Property entrance

Follansbee Inn

Follansbee Inn
3.0 star property
North Sutton
9.6 out of 10, Exceptional, (97 reviews)
"wonderful"
United States
john
$199 nightly
The price is $215
Jul 15 - Jul 16
Total with taxes and fees
Follansbee Inn
Game 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
$236 nightly
The price is $256
Jul 19 - Jul 20
Total with taxes and fees
Dexter's Inn
Exterior

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.
$340 nightly
The price is $369
Jul 15 - Jul 16
Total with taxes and fees
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"We had a great stay overall. The hotel was clean, well-maintained, and the staff was friendly, welcoming, and courteous throughout our visit. Breakfast was good, but the pancake station became backed up during the busy morning rush. Adding a second pancake machine would help reduce the wait and make the breakfast experience even better. We would definitely stay here again."
michele 1-night trip
Posted 12 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Windsor

Windsor B&B information

Number of reviews
630
Accommodation
8 B&B
Lowest Price
$185
Highest Price
$369

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, Windsor Town Hall and Black Pond 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. 15.9 mi (25.6 km) from the downtown core. 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 Windsor Town Hall and Black Pond. 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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