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Compare 8 B&B in Windsor with updated reviews, rates, and availability.

Maple Hill Farm Inn
Front of property
Maple Hill Farm Inn
3.0 star property
9.8 out of 10, Exceptional, (121)
"The hosts were extremely accommodating. We had a jetted hot tub and a little fire place. "
The price is SAR 627
SAR 683 total
includes taxes & fees
6 Nov - 7 Nov
Maple Hill Farm Inn
Clary Lake Bed and Breakfast
Property grounds
Clary Lake Bed and Breakfast
3.0 star property
9.6 out of 10, Exceptional, (104)
"Beautiful old house with a wonderful host. "
Clary Lake Bed and 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"
Blueberry Fields B&B
The Waldoboro Inn Room 5
Room
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 999
SAR 1,228 total
includes taxes & fees
6 Nov - 7 Nov
The Waldoboro Inn Room 5
The Waldoboro Inn Room 3
Room
The Waldoboro Inn Room 3
The price is SAR 999
SAR 1,228 total
includes taxes & fees
6 Nov - 7 Nov
The Waldoboro Inn Room 3
The Waldoboro Inn Room 1
Room
The Waldoboro Inn Room 1
The Waldoboro Inn Room 1
Newcastle Inn
Front of property
Newcastle Inn
3.5 star property
9.6 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

A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (95)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
Cottage on Cobbosseecontee Lake. Dates available.
Loon Cottage on Cobbossecontee Lake
Cottage on Cobbosseecontee Lake. Dates available.
10.0 out of 10, Exceptional, (158)
"Third trip to this rental. Home was clean and spot is fantastic. 2 concerns would be the amount of flies that were in the house when we arrived and the sulfur smell when we used the water. WWe did ffrom the water disappated "
Cottage on Cobbosseecontee Lake. Dates available.
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
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. Clary Lake Bed and Breakfast: 3 rooms. 7.4 mi (11.8 km) from the downtown core. Enjoy the soaking bathtubs and fireplace in the lobby. 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. The Waldoboro Inn Room 3: 18 mi (28.9 km) from the heart of downtown. 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.