Find a Bed and Breakfast in Windsor from CA $212

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Browse Select Windsor B&B

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (77)
"The hosts and services were wonderful and my daughter and I enjoyed ourselves so much. Delicious breakfast."
The price is CA $212
CA $230 total
includes taxes & fees
Mar 10 - Mar 11
Follansbee Inn

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
Monadnock Inn

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (144)
"I was in town for the Harris Hill Ski Jump Challenge in Brattleboro, VT and decided to stay in Keene, NH a town I always wanted to visit. I couldn't have picked a better location. What a lovely place and a brisk 5-minute walk got me into town with a great bakery, running store and restaurants. I'll be back, so much more to do and see. Even got an afternoon of skiing in at Granite Gorge."
The price is CA $222
CA $241 total
includes taxes & fees
Apr 1 - Apr 2
The Carriage Barn Inn

The Maples at Warner

3.0 star property
9.2 out of 10, Wonderful, (173)
"Cheryl was a great host, if you needed anything she was there to help above and beyond."
The Maples at Warner

Rosewood Country Inn

3.0 star property
9.6 out of 10, Exceptional, (80)
"Charming and pleasant. "
The price is CA $241
CA $261 total
includes taxes & fees
Mar 10 - Mar 11
Rosewood Country Inn

King Hill Inn & Kitchen

3.5 star property
9.6 out of 10, Exceptional, (28)
"This is a no-frills inn on the edge of New London with very reasonable prices. The place is very well run, super clean, friendly, in a quiet location, with an excellent breakfast. Quality furniture and tasteful decorations. Paul and Yvonne are delightful people. Paul is a superb cook with deep experience running several high-end restaurants in Boston. He came to NH to pursue his passion for fly fishing. We only saw a couple rooms (you should choose the garden view if possible) but they have...
King Hill Inn & Kitchen

Dexter's Inn

3.0 star property
8.8 out of 10, Excellent, (69)
"A cozy B&B just as expected "
The price is CA $356
CA $386 total
includes taxes & fees
Mar 13 - Mar 14
Dexter's Inn

Crotched Mountain Historic Inn

10.0 out of 10, Exceptional, (1)
"My wife and I were in town for a family gathering and spent three nights at Blue Bear Inn. The building is very quaint and homey, but has all of the amenities you need to provide a very comfortable stay. The location is very pretty with nice views. The restaurant serves good food at reasonable prices and the bartender knows his business well. All in all we enjoyed our experience and will definitely stay there again when return, "
The price is CA $330
CA $404 total
includes taxes & fees
Mar 10 - Mar 11
Crotched Mountain Historic Inn

New England Historic Inn at Crotched Mountain

New England Historic Inn at Crotched Mountain

Quaint New England Inn at Crotched Mountain!

10.0 out of 10, Exceptional, (1)
"Great food, bar, and pool"
The price is CA $394
CA $480 total
includes taxes & fees
Mar 10 - Mar 11
Quaint New England Inn at Crotched Mountain!

Room 01B - Queen Room

Room 01B - Queen Room

Room 01 - Queen Room

The price is CA $315
CA $385 total
includes taxes & fees
Mar 10 - Mar 11
Room 01 - Queen Room

Room 01A - Twin room

Room 01A - Twin room
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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Other property types in Windsor

Cozy cottage on Pleasant Pond

9.6 out of 10, Exceptional, (19)
"Stayed in the winter, place got a bit cold (it does not have central heat). Wasn’t a lighter or enough firewood for our stay but the host brought a lighter and more wood. Beautiful pond in the back and the location is good, with easy access to the highway. Neighbors were close by, we were asked to turn off the outdoor light because it was shining into their house. Cottage was clean. There are security cameras outside. Overall it is a cozy place to stay in a good area. "
Cozy cottage on Pleasant Pond

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

10.0 out of 10, Exceptional, (14)
"We had three families for a long weekend and this house was perfect. Two levels with bathrooms and beds allowed everyone space to spread out and relax. The house is a three minute drive to Mt Sunapee. The owners were attentive and even accommodated a slightly late check out for a car that had to be towed. All ages enjoyed the stay.spread out. close restaurants. "
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (46)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
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.

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 heart of Windsor. Enjoy the free full breakfast and unique décor. The Maples at Warner: 5 rooms. 14.3 mi (23 km) from the heart of downtown. Enjoy the free full breakfast and library. 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.