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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 9 B&B in Windsor with updated reviews, rates, and availability.

Maple Hill Farm Inn
Outdoor banquet area

Maple Hill Farm Inn

3.0 star property
9.8 out of 10, Exceptional, (126)
"From the time we checked in until we left, it was a great experience. Room was beautiful and clean with a great view. The owner was a very nice gentleman that gave us a tour Of the lower half and the art gallery"
The price is SAR 626
SAR 683 total
includes taxes & fees
20 Apr - 21 Apr
Maple Hill Farm Inn
Clary Lake Bed and Breakfast
View from property

Clary Lake Bed and Breakfast

3.0 star property
9.6 out of 10, Exceptional, (104)
"Beautiful old house with a wonderful host. "
The price is SAR 450
SAR 491 total
includes taxes & fees
18 Apr - 19 Apr
Clary Lake Bed and Breakfast
Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
The price is SAR 909
SAR 991 total
includes taxes & fees
16 May - 17 May
Pressey House Lakeside Bed & Breakfast
Blueberry Fields B&B
Front of property

Blueberry Fields B&B

3.0 star property
10.0 out of 10, Exceptional, (91)
"Cyd and Deb have thought of everything to make your stay comfortable, beautiful, and delicious. I would stay there in a minute. Thank you both, Karen and Chris"
The price is SAR 747
SAR 814 total
includes taxes & fees
5 May - 6 May
Blueberry Fields B&B
The Waldoboro Inn Room 3
Exterior

The Waldoboro Inn Room 3

The Waldoboro Inn Room 3
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."
The price is SAR 998
SAR 1,243 total
includes taxes & fees
20 Apr - 21 Apr
The Waldoboro Inn Room 5
The Waldoboro Inn Room 1
Exterior

The Waldoboro Inn Room 1

The Waldoboro Inn Room 1
Newcastle Inn
Front of property

Newcastle Inn

3.5 star property
9.8 out of 10, Exceptional, (6)
"We enjoyed our stay at the Newcastle Inn. Our innkeeper, Julie, was friendly and helpful. She made an excellent recommendation for dinner and served a delicious breakfast of scrambled eggs and bacon. We had never spent time in the Newcastle area. We will definitely visit the Inn again. "
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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Other property types in Windsor

Downtown! Views! Dining! King & Queen beds!
Fridge, microwave, oven, stovetop

Downtown! Views! Dining! King & Queen beds!

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location, we traveled up to Bangor and down to Portland from this central location.The apartment was beautiful and clean with a great view of the river on one side, and the main road (which was quiet) on the other.Check in and out was seamless and Drew was very communicative before and during our stay. They even cleared the balcony and steps of snow."
Downtown! Views! Dining! King & Queen beds!
April Special, Lake Great Pond, Dog Friendly
Outdoor dining

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is SAR 550
SAR 1,139 total
includes taxes & fees
12 May - 13 May
April Special, Lake Great Pond, Dog Friendly
Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
Fridge, microwave, oven, stovetop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop
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.

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: Maple Hill Farm Inn: 8 rooms. 12.8 mi (20.6 km) from the heart of Windsor. Enjoy the free cooked breakfast and private yard. Pressey House Lakeside Bed & Breakfast: 5 rooms. 17.4 mi (28.1 km) from the downtown core. Enjoy the deli and bar/lounge. Blueberry Fields B&B: 5 rooms. Situated 7.7 mi (12.4 km) from the heart of Windsor. Enjoy the free full breakfast and massage services. Clary Lake Bed and Breakfast: 3 rooms. 7.4 mi (11.8 km) from the heart of downtown. Enjoy the soaking bathtubs and fireplace in the lobby. The Waldoboro Inn Room 5: Located 18 mi (28.9 km) from the core of Windsor.
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.
What is there to do in Windsor?
When you want to spend some time in the great outdoors, Capitol Park and Damariscotta Lake are some notable spots. You might put St George Lake and Kennebec River on your list if you want to see more of the area.
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.