Find a Bed and Breakfast in Windsor from CA $221

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Windsor B&B

Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (79)
"Great host. Very relaxing atmosphere. Will cone again! "
The price is CA $221
CA $240 total
includes taxes & fees
Apr 16 - Apr 17
Follansbee Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is CA $244
CA $265 total
includes taxes & fees
May 5 - May 6
The Carriage Barn Inn
Monadnock Inn
Standard Triple Room, Ensuite (Bonnie Room-304)

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is CA $228
CA $247 total
includes taxes & fees
Apr 19 - Apr 20
Monadnock Inn
Rosewood Country Inn
Charlie Chaplin Suite

Rosewood Country Inn

3.0 star property
9.6 out of 10, Exceptional, (80)
"Charming and pleasant. "
The price is CA $227
CA $246 total
includes taxes & fees
Apr 16 - Apr 17
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
Dexter's Inn
Game room

Dexter's Inn

3.0 star property
8.8 out of 10, Excellent, (70)
"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. "
The price is CA $241
CA $262 total
includes taxes & fees
Apr 18 - Apr 19
Dexter's 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"
Quaint New England Inn at Crotched Mountain!
New England Historic Inn at Crotched Mountain
Exterior

New England Historic Inn at Crotched Mountain

New England Historic 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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Other property types in Windsor

Cozy Crescent Cottage
Terrace/patio

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"This was our second stay at the cozy cottage amd was just as enjoyable as the first time . Glenn and Melanie are very responsive and like to makesure their guests are comfortable and happy . We loved waking up on the lake and enjoyed the back deck and firepit. We look forward to renting here again in the future. P"
Cozy Crescent Cottage
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Fridge, microwave, stovetop, dishwasher

Lakefront Bradford Cottage w/ Dock, Near Skiing!

9.6 out of 10, Exceptional, (7)
"We had a great time! The property fit all our needs for a winter ski trip. We have the Epic ski pass and were looking for a location to get us to some mountains that accept this pass. Mount Sunapee was a quick 15 minutes from the property and Crotched Mountain was 45 minutes. We enjoyed skiing at both! When we were not skiing, the cottage was a warm place to relax as a family. It had all the amenities we needed. We would consider visiting again in the summer to check out the lake!"
Lakefront Bradford Cottage w/ Dock, Near Skiing!
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, (27)
"We rented this house to attend a family wedding in Sunapee. It was immaculately clean, beautifully decorated, comfortable beds, crafts and games and a movie room, and a ton of space for all. We had a wonderful stay, thanks very much. "
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
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. 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 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.