Find a Bed and Breakfast in Windsor from CA $180

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Check prices for these dates

Next weekend
Mar 27 - Mar 29
In two weeks
Apr 3 - Apr 5
In one month
Apr 17 - Apr 19
In two months
May 15 - May 17

Our top choices for Windsor bed & breakfast

Property grounds

Clary Lake Bed and Breakfast

Clary Lake Bed and Breakfast
3.0 star property
Jefferson
9.8 out of 10, Exceptional, (111 reviews)
"Linda was so sweet and hospitable! Everything was cozy with such positive vibes!"
United States
Penni Jo
The price is CA $165
CA $180 total
includes taxes & fees
Mar 31 - Apr 1
Clary Lake Bed and Breakfast
Flat-screen TV

Blueberry Fields B&B

Blueberry Fields B&B
3.0 star property
Washington
10.0 out of 10, Exceptional, (97 reviews)
"Clean room friendly staffs excellent Breakfast excellent "
United States
Kim
The price is CA $231
CA $252 total
includes taxes & fees
Mar 25 - Mar 26
Blueberry Fields B&B
Lake

Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
The price is CA $385
CA $420 total
includes taxes & fees
Apr 19 - Apr 20
Pressey House Lakeside Bed & Breakfast
Interior

The Waldoboro Inn Room 1

The Waldoboro Inn Room 1
Waldoboro
10.0 out of 10, Exceptional, (1 review)
"You can certainly tell the property was very, very old....tons of character for sure! A total step back in time, but there were some great modern conveniences; heat pumps, electronic locks for check in and for the rooms, wifi. The host was very accomodating. The room and common areas were clean and inviting."
United States
Kenneth A.
The price is CA $365
CA $454 total
includes taxes & fees
Apr 15 - Apr 16
The Waldoboro Inn Room 1
Exterior

The Waldoboro Inn Room 3

The Waldoboro Inn Room 3
Waldoboro
The price is CA $365
CA $454 total
includes taxes & fees
Apr 15 - Apr 16
The Waldoboro Inn Room 3
Exterior

The Waldoboro Inn Room 5

The Waldoboro Inn Room 5
Waldoboro
The price is CA $365
CA $454 total
includes taxes & fees
Apr 15 - Apr 16
The Waldoboro Inn Room 5
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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Top Windsor Hotel Reviews

Senator Inn & Spa

Senator Inn & Spa

10/10 Excellent
"Great all sround"
Katrina 1-night trip
Posted 18 hours ago
Senator Inn & Spa

Find out more about Windsor

Windsor B&B information

Number of reviews
209
Accommodation
9 B&B
Lowest Price
CA $180
Highest Price
CA $454

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 tips from locals, a B&B might be the right choice for your trip.
Why should you consider a B&B over a traditional hotel room?
Every B&B has its own unique feel. Whether it's a garden for guests to admire or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Windsor?
Here are some well-liked B&Bs in the surrounding area: Clary Lake Bed and Breakfast: 3 rooms. 7.3 mi (11.8 km) from the heart of Windsor. Enjoy the soaking bathtubs and fireplace in the lobby. Blueberry Fields B&B: 5 rooms. 7.7 mi (12.4 km) from the downtown core. Enjoy the free full breakfast and massage services. Pressey House Lakeside Bed & Breakfast: 5 rooms. Situated 17.4 mi (28.1 km) from the heart of Windsor. Enjoy the deli and bar/lounge. The Waldoboro Inn Room 1: 18 mi (28.9 km) from the heart of downtown.
When should I stay at a B&B in Windsor?
When you're planning your escape to Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Windsor are January, December, March, and February, with each month seeing an average of 10 inches of snowfall.
How can I get to and around Windsor?
Mapping out your trip in and around Windsor is easy with these transportation options. Fly into Augusta, ME (AUG-Augusta State), which is located 10.5 mi (16.9 km) from the heart of the city. Otherwise, look for flights into Waterville, ME (WVL-Robert Lafleur), which is 16.2 mi (26 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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