Book Windsor Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 24 - Oct 26
In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14

B&B in Windsor

Charlie Chaplin Suite | Individually decorated, individually furnished, blackout drapes
Rosewood Country Inn
Rosewood Country Inn
3.0 star property
9.8 out of 10, Exceptional, (88)
"Comfortable clean rooms and an exceptional breakfast ."
$185 nightly
The price is $201
Oct 28 - Oct 29
Total with taxes and fees
Rosewood Country Inn
Property entrance
Follansbee Inn
Follansbee Inn
3.0 star property
9.6 out of 10, Exceptional, (90)
"Had a very peaceful stay. "
$185 nightly
The price is $201
Oct 22 - Oct 23
Total with taxes and fees
Follansbee Inn
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (158)
"Great BB. Very charming and cozy! Will definitely stay again! "
$207 nightly
The price is $225
Nov 13 - Nov 14
Total with taxes and fees
The Carriage Barn Inn
Exterior
Monadnock Inn
Monadnock Inn
2.5 star property
7.6 out of 10, Good, (271)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
$152 nightly
The price is $165
Nov 2 - Nov 3
Total with taxes and fees
Monadnock Inn
Exterior
Quaint New England Inn at Crotched Mountain!
Quaint New England Inn at Crotched Mountain!
10.0 out of 10, Exceptional, (1)
"Great food, bar, and pool"
$309 nightly
The price is $335
Nov 3 - Nov 4
Total with taxes and fees
Quaint New England 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Ample parking and I used the pool and laundry facility."
Cynthia 1-night trip
Posted 19 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Windsor

Windsor B&B information

Number of reviews
547
Accommodation
8 B&B
Lowest Price
$165
Highest Price
$335

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. 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.

Explore a world of travel with Expedia