Book North Windham Bed & Breakfast

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
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Our top choices for North Windham bed & breakfast

Front of property
And. N B&B

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (77)
"Really lovely place and great hospitality from the owners!"
United States
Hunter
$105 nightly
The price is $115
Dec 26 - Dec 27
Total with taxes and fees
And. N B&B
Front of property - evening/night
Inn at St John Portland In-Town

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1139)
"Friendly helpful staff and a nice independent location "
United States
Robert
$80 nightly
The price is $87
Dec 14 - Dec 15
Total with taxes and fees
Inn at St John Portland In-Town
Porch
Candlebay Inn

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
$154 nightly
The price is $168
Dec 12 - Dec 13
Total with taxes and fees
Candlebay Inn
Exterior
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"Quaint stay. Enjoyed our stay. "
United States
Linda
$167 nightly
The price is $182
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Kendall Inn
Property entrance
Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
$229 nightly
The price is $250
Dec 12 - Dec 13
Total with taxes and fees
Fleetwood House Bed & Breakfast
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$179 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brewster House Bed & Breakfast
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (167)
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
$211 nightly
The price is $230
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
Suite (The Carriage) | View from room
The Perkins House

The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (114)
"Fun, hospitable hosts. Helpful with ideas for our itinerary. Great breakfast. "
United States
John
$147 nightly
The price is $161
Dec 23 - Dec 24
Total with taxes and fees
The Perkins House
Stovall | Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (120)
"Loved the place "
United States
Stephen
$179 nightly
The price is $196
Dec 18 - Dec 19
Total with taxes and fees
Blind Tiger Portland – Carleton Street
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
$218 nightly
The price is $238
Dec 12 - Dec 13
Total with taxes and fees
The James Place Inn B&B
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Amazing. Everything was great! "
Dong Hwan 2-night trip
Posted 18 hours ago
Portland Harbor Hotel

Find out more about North Windham

North Windham B&B information

Number of reviews
2,646
Accommodation
18 B&B
Lowest Price
$87
Highest Price
$250

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, Ice Cream, 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 (19.8 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 Seacoast Adventure or Little Sebago Lake 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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