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Find a Bed and Breakfast in North Windham from CA $146

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for North Windham bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,126 reviews)
"Great place to stay, affordable,clean with walking access to to port area!"
United States
Steve Robert
The price is CA $134
CA $146 total
includes taxes & fees
Sep 8 - Sep 9
Inn at St John Portland In-Town
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (487 reviews)
"Great location, quiet room, great breakfast......"
United States
Keith
The price is CA $242
CA $263 total
includes taxes & fees
Sep 8 - Sep 9
Candlebay Inn
A black front door with a light fixture above it, flanked by two potted evergreen trees.

3. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (179 reviews)
"Amazing stay in a perfect location! Would absolutely recommend to family and friends and will likely stay again!"
United States
Megan
The price is CA $300
CA $327 total
includes taxes & fees
Sep 15 - Sep 16
The Orchard House: Inn & Cafe
A garden with a stone wall, various plants, and flowers.

4. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (146 reviews)
"Breakfast was wonderful!"
United States
Karen
The price is CA $317
CA $359 total
includes taxes & fees
Sep 8 - Sep 9
Fleetwood House Bed & Breakfast
A house with a sign for The James Place Inn, indicating a vacancy.

5. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (192 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is CA $316
CA $344 total
includes taxes & fees
Sep 8 - Sep 9
The James Place Inn B&B
A two-story house with a balcony, a front porch, and a snow-covered landscape.

6. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"The owners were amazing and so kind. The location is perfect, and the amenities feel so hoy and great."
United States
Meaghan
The price is CA $364
CA $397 total
includes taxes & fees
Oct 5 - Oct 6
The Nicholson Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

7. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (159 reviews)
"The room was lovely and comfortable, including easy-to-adjust air conditioning. Breakfast was delicious as were the homemade cookies available each evening. Coffee and tea were available all the time."
United States
Kenneth and
The price is CA $266
CA $306 total
includes taxes & fees
Oct 7 - Oct 8
The Kendall Inn

8. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (97 reviews)
"It was wonderful staying. Beautiful old house with all amenities and"
United States
Svetlana
The price is CA $360
CA $392 total
includes taxes & fees
Sep 21 - Sep 22
West End Collection at 146 Pine
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

9. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (129 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
The price is CA $446
CA $486 total
includes taxes & fees
Sep 29 - Sep 30
Blind Tiger Portland – Carleton Street
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

10. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (192 reviews)
"Enjoyable"
Canada
Lawrence
The price is CA $573
CA $625 total
includes taxes & fees
Sep 16 - Sep 17
Blind Tiger Portland - Danforth Street.
A spacious living room with a brown leather sofa, beige armchairs, and a round coffee table.

11. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $336
CA $409 total
includes taxes & fees
Sep 9 - Sep 10
Experience the History of Portland - The Hope Island Room
An outdoor deck with a stone fireplace, a sofa with American flag cushions, and a wicker chair.

12. The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (127 reviews)
"Very nice accommodation"
United States
Shelly
The price is CA $199
CA $217 total
includes taxes & fees
Sep 28 - Sep 29
The Perkins House
A living room with a fireplace, leather sofa, and a chandelier.

13. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
The price is CA $411
CA $501 total
includes taxes & fees
Sep 8 - Sep 9
The Diamond Island Suite - Suite in Historic Home
A dining area with a round table, six chairs, and a floral centerpiece.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $486
CA $590 total
includes taxes & fees
Sep 20 - Sep 21
Experience the History of Portland - The Hope Island Room
A living room with a fireplace, leather sofa, and a chandelier.

15. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
The price is CA $560
CA $683 total
includes taxes & fees
Sep 27 - Sep 28
Experience the History of Portland - Two Room Suite w/Private Bath
A patio with outdoor furniture, a brick building, and a garden with shrubs and flowers.

16. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $672
CA $950 total
includes taxes & fees
Sep 8 - Sep 9
The Loft - private suite in historic home
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 North Windham Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

8/10 Good
"We stayed here for an early flight the next morning. Rooms were clean, beds clean, toiletries provided. I can’t speak to breakfast or anything as we slept and left but it was totally fine and would stay again."
TAMMY 1-night trip
Posted less than an hour ago
Comfort Inn South Portland Airport

Find out more about North Windham

North Windham B&B information

Number of reviews
1,274
Accommodation
18 B&B
Lowest Price
CA $146
Highest Price
CA $625

Frequently asked questions

Searching for B&Bs in North Windham?
If you're looking for something a little different than your standard hotel, a bed and breakfast could be a great option for your getaway. When you want to explore some attractions in town, Sebago Lake and Sebago Lake Basin are worth a stop.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has a unique charm. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the small details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in North Windham?
Below are some well-liked B&Bs in the area: Inn at St John Portland In-Town: 13.8 mi (22.2 km) from the heart of North Windham.Blind Tiger Portland - Danforth Street.: 9 rooms. 14.5 mi (23.3 km) from the downtown core. The Orchard House: Inn & Cafe: 5 rooms. Situated 17 mi (27.4 km) from the heart of North Windham. Blind Tiger Portland – Carleton Street: 6 rooms. 14.1 mi (22.7 km) from the heart of downtown. Enjoy the unique décor and patio area. Fleetwood House Bed & Breakfast: 3 rooms. Located 12.3 mi (19.9 km) from the core of North Windham. Enjoy the free full breakfast and unique décor.
What's the best time of year to book my B&B in North Windham?
When you're planning your stay in North Windham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in North Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in North Windham?
When you want to spend some time in the great outdoors, Sebago Lake and Sebago Lake Basin are some notable spots. You might also consider a trip to sites like Little Sebago Lake or Panther Pond if you have time to see more of the area.
How can I get to and around North Windham?
Planning your excursions in and around North Windham is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 13.4 mi (21.6 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17 mi (27.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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