Windsor B&B: Find the Best Bed and Breakfast from CA $253

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Windsor bed & breakfast

The Carriage Barn Inn

Keene

Valerie

CA $259 total

includes taxes & fees

Jun 29 - Jun 30

Rosewood Country Inn

Bradford

Glen

CA $345 total

includes taxes & fees

Jun 29 - Jun 30

Monadnock Inn

Jaffrey

Evan

CA $253 total

includes taxes & fees

Jun 29 - Jun 30

Follansbee Inn

North Sutton

john

CA $311 total

includes taxes & fees

Jul 6 - Jul 7

Dexter's Inn

Sunapee

Lisa

CA $364 total

includes taxes & fees

Jul 19 - Jul 20

Quaint New England Inn at Crotched Mountain!

Francestown

Raymond T.

CA $480 total

includes taxes & fees

Jun 29 - Jun 30

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

The New London Inn

8/10 Good

"Love this place"

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good

"The room was very clean including the refrigerator and the microwave. The towels were spotless. The staff was very friendly and helpful. I was disappointed with the breakfast because the eggs were overcooked. However I could eat from other items. The section where my room was located was noisy early in the morning due to nearby construction, but that is not the fault of the hotel."

Hideaway Inn Mt.Sunapee

8/10 Good

"I was surprised to find out that this property was primarily unstaffed. No check-In desk personnel, etc. You need to use your cell phone to get a log-in and information about your room and key code. (The cell phone service is weak by the way). The rooms were very good. Large, current, and clean. There is a 'help' kiosk and phone in the lobby. One service was helpful, the other was not (call center). There was a delay from the Hotels.com reservation to when the Hotel received it. (~30 Minutes). There was a cleaning person around, but that was the only employee I saw. Hotels are becoming more and more expensive. This presented one of the best values in the area."

The Burrell House

10/10 Excellent

"We stayed at the Burrell House for one night before heading to Northlands Music Festival, and somehow this place managed to make a 12-hour stay feel like a luxury retreat. The check-in process was so smooth it was almost suspicious. A few hours before arrival, we received all the information we needed, and from that point on, everything just... worked. No confusion, no stress, no frantic parking-lot Googling. The house itself is gorgeous and full of charm, character, and the kind of historic New England vibes that make you briefly consider abandoning modern life and becoming a poet. Our room was spotless, comfortable, and quiet enough that we actually got a great night's sleep before a weekend of loud music and questionable festival decisions. Every corner of the house seemed to be saying, "Relax, you've made excellent choices." We honestly spent most of our stay wishing we had booked more than one night. The Burrell House ended up being the unexpected headliner of the pre-festival experience. The location was amazing for being able to walk into downtown where all the bars/restaurants/stores are. If you're looking for a place in Keene that's charming, comfortable, easy, and somehow makes you feel more sophisticated than you actually are, book it. We'd absolutely stay again, preferably for longer than the lifespan of a mayfly."

Newport Motel

10/10 Excellent

"We stayed at Newport Motel for one night, and everything was excellent. Patrick was extremely helpful, providing great recommendations on places to eat and attractions to visit. His advice made our stay even more enjoyable. The room was clean and comfortable, and the overall experience exceeded our expectations. We would definitely stay here again and highly recommend Newport Motel to others."

Find out more about Windsor

Windsor B&B information

Number of reviews	628
Accommodation	8 B&B
Lowest Price	CA $253
Highest Price	CA $480

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 downtown core. 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.

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

Things to do in New Hampshire

Book B&B in Windsor on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor bed & breakfast

The Carriage Barn Inn

Rosewood Country Inn

Monadnock Inn

Follansbee Inn

Dexter's Inn

Quaint New England Inn at Crotched Mountain!

Top Windsor Hotel Reviews

The New London Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Hideaway Inn Mt.Sunapee

Monadnock Inn

The Burrell House

Best Western Plus Keene Hotel

Courtyard by Marriott Keene Downtown

Days Inn by Wyndham Keene NH

Newport Motel

Find out more about Windsor

Windsor B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find a Bed and Breakfast in Windsor from CA $253

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor bed & breakfast

The Carriage Barn Inn

Rosewood Country Inn

Monadnock Inn

Follansbee Inn

Dexter's Inn

Quaint New England Inn at Crotched Mountain!

Top Windsor Hotel Reviews

The New London Inn

Find out more about Windsor

Windsor B&B information

Frequently asked questions

Explore a world of travel with Expedia