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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured B&B in Windsor

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 AU$503
includes taxes & fees
19 Aug - 20 Aug
The Waldoboro Inn Room 5
Blueberry Fields B&B
Exterior

Blueberry Fields B&B

3.0 star property
10.0 out of 10, Exceptional, (95)
"Perfect place, perfect people, Excellent food, beautiful setting. "
The price is AU$333
includes taxes & fees
20 Aug - 21 Aug
Blueberry Fields B&B
Clary Lake Bed and Breakfast
View from property

Clary Lake Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (109)
"Breakfast was great. Room comfortable cozy"
The price is AU$201
includes taxes & fees
21 Aug - 22 Aug
Clary Lake Bed and Breakfast
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. "
The price is AU$311
includes taxes & fees
1 Sept - 2 Sept
Maple Hill Farm Inn
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

The Elmwood

The Elmwood

10/10 Excellent
"Amanda at check in was fantastic! Room recently refurbished, clean, and comfortable. "
John 1-night trip
Posted 2 days ago
The Elmwood

Frequently asked questions

Searching for B&Bs in Windsor?
Whether you're travelling with your family and want a friendly place to stay, or you're a solo traveller hoping to make some connections, a B&B can be a good choice for many different types of travellers.
Why should you consider B&Bs instead of traditional hotels?
Every B&B has a unique charm — whether it's a picturesque garden or a sunlit breakfast nook to enjoy your morning cup of coffee, the small 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 garden. Blueberry Fields B&B: 5 rooms. 7.7 mi (12.4 km) from the city centre. Enjoy the free full breakfast and massage services. Clary Lake Bed and Breakfast: 3 rooms. Situated 7.4 mi (11.8 km) from the heart of Windsor. Enjoy the deep-soaking baths and fireplace in reception. Pressey House Lakeside Bed & Breakfast: 5 rooms. 17.4 mi (28.1 km) from the city centre. Enjoy the snack bar/deli and bar/lounge. The Waldoboro Inn Room 5: Located 18 mi (28.9 km) from the core of Windsor.
What's the best time of year to stay at a B&B in Windsor?
When you're planning your getaway to Windsor, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windsor are January, December, March and February, with each month seeing an average of 26 cm 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 should 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?
You can plan your excursions in and around Windsor ahead of time 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.