Find a Bed and Breakfast in Windsor

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Windsor B&B

The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (143)
"Perfect for our one night getaway to Keene. Clean, great location, friendly inkeeper (Joe) and many nice touches such as the breakfast."
The price is CA $222
CA $241 total
includes taxes & fees
Feb 2 - Feb 3
The Carriage Barn Inn
Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (75)
"What a beautiful home! And the breakfast was delicious! Parking was easy, felt safe. The lake and church nearby were just picturesque. Definitely recommend!"
The price is CA $229
CA $249 total
includes taxes & fees
Feb 1 - Feb 2
Follansbee Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is CA $219
CA $238 total
includes taxes & fees
Feb 7 - Feb 8
Monadnock Inn
Dexter's Inn
Game room

Dexter's Inn

3.0 star property
8.6 out of 10, Excellent, (68)
"Amazing place to stay for our Girl Scout ski trip! We rented the cottage which sleeps 12 and had two large, comfy rooms for adults plus large family room and new built in beds off family room for the girls. Well appointed modernized rooms while still retaining an authentic Inn feeling. Everyone enjoyed the breakfast buffet, especially the French Toast. We explored the grounds after breakfast and the girls enjoyed being unplugged and interacting with nature. Overall a wonderful experience and our...
The price is CA $356
CA $387 total
includes taxes & fees
Feb 1 - Feb 2
Dexter's Inn
Rosewood Country Inn
Charlie Chaplin Suite

Rosewood Country Inn

3.0 star property
9.6 out of 10, Exceptional, (79)
"Beautiful historic inn in lovely wooded quiet surroundings Stan and Odo are warm interesting hosts and Stan a great chef Charlie Chaplin Jack London other celebs of the day stayed here 100 years ago Great getaway from it all Don't miss it!!! "
The price is CA $274
CA $298 total
includes taxes & fees
Feb 2 - Feb 3
Rosewood Country Inn
King Hill Inn & Kitchen
Front of property - evening/night

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
The Maples at Warner
Miscellaneous

The Maples at Warner

3.0 star property
9.2 out of 10, Wonderful, (172)
"Cheryl was a great host, if you needed anything she was there to help above and beyond."
The price is CA $210
CA $227 total
includes taxes & fees
Feb 2 - Feb 3
The Maples at Warner
Crotched Mountain Historic Inn
Exterior

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 $331
CA $401 total
includes taxes & fees
Feb 2 - Feb 3
Crotched Mountain Historic Inn
New England Historic Inn at Crotched Mountain
Aerial view

New England Historic Inn at Crotched Mountain

The price is CA $299
CA $364 total
includes taxes & fees
Feb 2 - Feb 3
New England Historic Inn at Crotched Mountain
Quaint New England Inn at Crotched Mountain!
Exterior

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 $478 total
includes taxes & fees
Feb 2 - Feb 3
Quaint New England Inn at Crotched Mountain!
Room 01B - Queen Room
Exterior

Room 01B - Queen Room

Room 01B - Queen Room
Room 01A - Twin room
Exterior

Room 01A - Twin room

Room 01A - Twin room
Room 01 - Queen Room
Exterior

Room 01 - Queen Room

The price is CA $315
CA $382 total
includes taxes & fees
Feb 2 - Feb 3
Room 01 - Queen 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

Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
Exterior

Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!

10.0 out of 10, Exceptional, (25)
"Great location! Close to town but felt relaxed and peaceful. Would definitely look to rent this house again."
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Exterior

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

10.0 out of 10, Exceptional, (8)
"The Sugar River Treehouse is thoughtfully designed providing all the amenities needed. We thoroughly enjoyed being able to experience a unique setting with our two dogs. We plan on returning in the summer to enjoy the benefits of the Sugar River. "
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Rustic "Big Red" Cottage near Sunapee and New London
TV, fireplace, books

Rustic "Big Red" Cottage near Sunapee and New London

10.0 out of 10, Exceptional, (3)
"We stayed over the long weekend for a ski vacation with three families, and found this property to be exactly what we needed. Hot tub was nice. The owner lit a fire in the fire pit outside to keep us toasty when we came back from a day of skiing. He even came out in the morning and cleaned off our cars after a snowstorm. Overall excellent experience. Would stay here again!"
The price is CA $468
CA $1,105 total
includes taxes & fees
Feb 3 - Feb 4
Rustic "Big Red" Cottage near Sunapee and New London
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?
If you’re looking for something a little more offbeat than your standard hotel, a bed and breakfast could be the perfect alternative for your trip.
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. Dexter’s Inn: 19 rooms. 15.9 mi (25.7 km) from the heart of downtown. Enjoy the private yard and outdoor tennis. The Maples at Warner: 5 rooms. Located 14.3 mi (23 km) from the core of Windsor. Enjoy the free full breakfast and library.
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?
If you’re looking for some activities to entertain you on your trip, consider visiting Monadnock State Park and Granite Gorge. You might put Highland Lake and Pats Peak 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 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.