Search Windsor Bed & Breakfast

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured B&B in Windsor

Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
Monadnock Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (153)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is AU$288
includes taxes & fees
2 Sept - 3 Sept
The Carriage Barn Inn
Rosewood Country Inn
Charlie Chaplin Suite

Rosewood Country Inn

3.0 star property
9.8 out of 10, Exceptional, (83)
"Quaint, cozy & comfy! Lovely inn with wonderful hosts! Breakfast was amazing!"
The price is AU$297
includes taxes & fees
11 Aug - 12 Aug
Rosewood Country Inn
Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (85)
"Love the vibe. Great breakfast beautiful setting. "
The price is AU$347
includes taxes & fees
10 Aug - 11 Aug
Follansbee Inn
King Hill Inn & Kitchen
Front of property - evening/night

King Hill Inn & Kitchen

3.5 star property
9.6 out of 10, Exceptional, (29)
"The room was charming with a very comfortable bed and large modern bath. Each morning our hosts offered a delicious breakfast on the screened porch with views of the flower gardens and pond. We loved the calm ambiance of this historic home. The location is perfect for visiting New London and Sunapee. "
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. "
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"
The price is AU$577
includes taxes & fees
4 Aug - 5 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveller hoping to get some local recommendations, a B&B might be the right choice for your trip. When you want to explore some attractions in town, Windsor Town Hall and Black Pond are worth a stop.
Are you interested in an apartment instead of a traditional hotel?
B&Bs all have a unique charm — whether it's a cosy reading space or a beautiful dining room, the quaint 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: Rosewood Country Inn: 11 rooms. Situated 8.6 mi (13.8 km) from the heart of Windsor. Enjoy the free full breakfast and unique decor. Follansbee Inn: 18 rooms. 15.9 mi (25.6 km) from the city centre. Enjoy the free full breakfast and unique decor.
When is the best time to book my B&B in Windsor?
When you're planning your trip to Windsor, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 19 cm of snowfall.
What is there to do in Windsor?
When you want to see 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?
Mapping out your trip in and around Windsor is easy with these transportation options. Fly into Concord, NH (CON-Concord Municipal), which is located 26.4 mi (42.5 km) away from the heart of the city. Otherwise, look 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 a rental car for your journey.