Book Windsor Bed & Breakfast

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Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

B&B in Windsor

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Clary Lake Bed and Breakfast

Clary Lake Bed and Breakfast

3.0 star property
Jefferson
9.8 out of 10, Exceptional, (111)
"Linda is an incredible and charming hostess! The homemade blueberry muffins were delicious. "
United States
Jared
$120 nightly
The price is $131
Nov 12 - Nov 13
Total with taxes and fees
Clary Lake Bed and Breakfast
Family Room, Multiple Beds, Accessible, Private Bathroom | View from room
Maple Hill Farm Inn

Maple Hill Farm Inn

3.0 star property
Hallowell
9.8 out of 10, Exceptional, (136)
"Great stay. "
United States
Shawn
$167 nightly
The price is $182
Nov 12 - Nov 13
Total with taxes and fees
Maple Hill Farm Inn
Exterior
Blueberry Fields B&B

Blueberry Fields B&B

3.0 star property
Washington
10.0 out of 10, Exceptional, (97)
"Very nice place. The beds were comfy and it was very quiet. The full breakfast in the morning was delicious! The hosts were friendly and attentive. I wish we could have stayed longer. Next time we visit Maine we’ll definitely stay here again. "
United States
Colleen
$169 nightly
The price is $184
Nov 13 - Nov 14
Total with taxes and fees
Blueberry Fields B&B
1 bedroom, internet, bed sheets
The Waldoboro Inn Room 5

The Waldoboro Inn Room 5

Waldoboro
$290 nightly
The price is $316
Nov 12 - Nov 13
Total with taxes and fees
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

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"Staff was excellent, and the property was in a great shape"
Daniel J. 1-night trip
Posted 2 days ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Windsor

Windsor B&B information

Number of reviews
344
Accommodation
9 B&B
Lowest Price
$131
Highest Price
$184

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Windsor?
Prices for B&Bs in Windsor often vary, but you can find a great deal from $131 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Windsor?
The best time to book a B&B in Windsor is during the vibrant summer months, particularly from July to September. This peak season draws visitors eager to experience the area's beautiful parks, picturesque riverfront, and a range of outdoor activities under the warm sun. July, in particular, is popular for its lively atmosphere, offering a variety of local festivals and events that showcase Windsor's rich culture and community spirit.

Temperatures during this time typically range from the mid-60s to the low 80s Fahrenheit, creating a comfortable setting for sightseeing and leisurely strolls along the waterfront. You can explore charming neighborhoods, visit gardens in full bloom, or relax at cafes that spill out onto the streets, creating a friendly and inviting ambiance.

For those seeking a more budget-friendly option, October presents a wonderful opportunity to enjoy the beauty of Windsor in a quieter setting. The fall foliage is stunning during this time, and the cooler temperatures—often in the 50s to low 60s Fahrenheit—make for great walking weather without the summer crowds. Visitors can enjoy scenic drives, local harvest festivals, and the peaceful ambiance that autumn brings.
What is the difference between a Windsor Bed & Breakfast and a hotel?
Every Windsor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windsor B&Bs.

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