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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Windsor

Blueberry Fields B&B
Exterior

Blueberry Fields B&B

3.0 star property
10.0 out of 10, Exceptional, (94)
"Perfect place, perfect people, Excellent food, beautiful setting. "
$199 nightly
The price is $217
Aug 10 - Aug 11
Total includes taxes and fees
Blueberry Fields B&B
Maple Hill Farm Inn
Family Room, Multiple Beds, Accessible, Private Bathroom | View from room

Maple Hill Farm Inn

3.0 star property
9.8 out of 10, Exceptional, (131)
"Beautiful B&B, the inn keepers are beyond friendly and helpful. "
$186 nightly
The price is $203
Sep 1 - Sep 2
Total includes taxes and fees
Maple Hill Farm Inn
Clary Lake Bed and Breakfast
View from property

Clary Lake Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (108)
"Beautiful old house with a wonderful host. "
$120 nightly
The price is $131
Aug 6 - Aug 7
Total includes taxes and fees
Clary Lake Bed and Breakfast
Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
Pressey House Lakeside Bed & Breakfast
The Waldoboro Inn Room 5
Exterior

The Waldoboro Inn Room 5

8.0 out of 10, Very Good, (1)
"A very unique property out of a Steven King mystery. The bathroom had a wonderful handpainted mural. Couple of miner things, light over bathroom sink did not work and no tissues in room."
$296 nightly
The price is $323
Aug 6 - Aug 7
Total includes taxes and fees
The Waldoboro Inn Room 5
The Waldoboro Inn Room 1
Exterior

The Waldoboro Inn Room 1

The Waldoboro Inn Room 1
The Waldoboro Inn Room 3
Exterior

The Waldoboro Inn Room 3

The Waldoboro Inn Room 3
Newcastle Inn
Front of property

Newcastle Inn

3.5 star property
9.8 out of 10, Exceptional, (6)
"Nice, clean, beautiful view, and Julie the hostess was very pleasant and served me a very nice breakfast!"
Newcastle Inn
Le Vatout
Exterior

Le Vatout

3.0 star property
8.0 out of 10, Very Good, (48)
"DO NOT BOOK THIS PLACE. iT IS A RIP-OFF. I GOT THErE EARLY AND HAD THE MISFORTUNE TO GET INSIDE THE PROPeRTY EARLY. THIS IS A HOARDER HOME THAT SMELLS LIKE CAT PEE. BOTH MY HUSBAND AND I WERE SCARED TO STAY ThERE. Also they suggest you have dinner there and the place is overgrown with plants. Truly in 44 years of traveling in the US and around the world this is the worst place to stay that I have ever been. We left and called Expedia to cancel even before the check in time and the owner...
Le Vatout
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

Homewood Suites by Hilton Augusta

Homewood Suites by Hilton Augusta

10/10 Excellent
"Very nice, very clean room. Large and updated. Great kitchen, including large refrigerator and a dishwasher."
Daniel 1-night trip
Posted 2 days ago
Homewood Suites by Hilton Augusta

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.