Find a Bed and Breakfast in Windsor from CA $185

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Browse Select Windsor B&B

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 $185
CA $201 total
includes taxes & fees
Dec 30 - Dec 31
The Maples at Warner
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 $262
CA $285 total
includes taxes & fees
Dec 29 - Dec 30
Follansbee Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (142)
"Lovely old BnB, easy to find, very convenient Very clean room Great continental breakfast Loved ease of walking to downtown, many stores and restaurants Informative and very friendly and helpful owner"
The price is CA $203
CA $221 total
includes taxes & fees
Dec 30 - Dec 31
The Carriage Barn 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 $316
CA $343 total
includes taxes & fees
Dec 27 - Dec 28
Dexter's Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (263)
"The place is over coming new ownership so it has work being done but the new owners seem nice and our room was nice a clean and the bed was super comfy. I would love to see it in a year to see all the renovations done. "
The price is CA $237
CA $257 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Monadnock 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
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 $304
CA $330 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Rosewood Country Inn
New England Historic Inn at Crotched Mountain
Aerial view

New England Historic Inn at Crotched Mountain

The price is CA $283
CA $344 total
includes taxes & fees
Dec 29 - Dec 30
New England Historic Inn at Crotched Mountain
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 $362
CA $441 total
includes taxes & fees
Dec 29 - Dec 30
Crotched Mountain Historic Inn
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 $346
CA $423 total
includes taxes & fees
Dec 29 - Dec 30
Quaint New England Inn at Crotched Mountain!
Room 01B - Queen Room
Exterior

Room 01B - Queen Room

The price is CA $283
CA $344 total
includes taxes & fees
Dec 29 - Dec 30
Room 01B - Queen Room
Room 01 - Queen Room
Exterior

Room 01 - Queen Room

The price is CA $298
CA $365 total
includes taxes & fees
Dec 29 - Dec 30
Room 01 - Queen Room
Room 01A - Twin room
Exterior

Room 01A - Twin room

The price is CA $267
CA $324 total
includes taxes & fees
Dec 29 - Dec 30
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

Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Fireplace

Rustic Waterfront Cottage w/ Fire Pit & Kayaks

2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Chic Farmhouse Decor | Deck w/View
Fridge, microwave, oven, stovetop

Chic Farmhouse Decor | Deck w/View

10.0 out of 10, Exceptional, (48)
"My family of 3 on our golden stayed at this home for 5 days while our son was recovering from knee surgery. The kitchen is large, well stocked and perfect for cooking which was a key feature for us. Whatever was missing was quickly brought over by Caitlin who was incredibly responsive, kind and very helpful. She went above and beyond. The beds were super comfortable, great woods in back to walk your dog with nearby trails a few minutes away for hiking. We will be back for sure. It’s rare to...
The price is CA $293
CA $620 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Chic Farmhouse Decor | Deck w/View
Cozy cottage on Pleasant Pond
Property grounds

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
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: The Maples at Warner: 5 rooms. 14.3 mi (23 km) from the heart of Windsor. Enjoy the free full breakfast and library. Follansbee Inn: 18 rooms. 15.9 mi (25.6 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?
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.