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Our top choices for Windsor bed & breakfast

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 SAR 450
SAR 491 total
includes taxes & fees
11 Apr - 12 Apr
Clary Lake Bed and Breakfast

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 SAR 634
SAR 691 total
includes taxes & fees
15 Apr - 16 Apr
Blueberry Fields B&B

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 SAR 998
SAR 1,239 total
includes taxes & fees
11 May - 12 May
The Waldoboro Inn Room 1

Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
3.0 star property
Oakland
The price is SAR 1,047
SAR 1,141 total
includes taxes & fees
9 May - 10 May
Pressey House Lakeside Bed & Breakfast

The Waldoboro Inn Room 3

The Waldoboro Inn Room 3
Waldoboro
The price is SAR 976
SAR 1,215 total
includes taxes & fees
15 Apr - 16 Apr
The Waldoboro Inn Room 3

Experience comfort and elegance in The Nobel Estate Suite,

Experience comfort and elegance in The Nobel Estate Suite,
Newcastle
The price is SAR 1,342
SAR 1,671 total
includes taxes & fees
1 May - 2 May
Experience comfort and elegance in The Nobel Estate Suite,

The Waldoboro Inn Room 5

The Waldoboro Inn Room 5
Waldoboro
The price is SAR 998
SAR 1,239 total
includes taxes & fees
11 May - 12 May
The Waldoboro Inn Room 5

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee
Newcastle
The price is SAR 1,342
SAR 1,626 total
includes taxes & fees
1 May - 2 May
Graceful and inviting, The Serenity Garden Suite No Cleaning Fee
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

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.