Find a Bed and Breakfast in North Windham from CA $93

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (1,179 reviews)
"Great location and exactly what we needed for our time in Portland"
United States
Darbi
The price is CA $94
CA $102 total
includes taxes & fees
Nov 22 - Nov 23
Inn at St John Portland In-Town
A black front door with a light fixture above it, flanked by two potted evergreen trees.

2. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
United States
Mark
The price is CA $221
CA $241 total
includes taxes & fees
Dec 7 - Dec 8
The Orchard House: Inn & Cafe
An outdoor deck with a stone fireplace, a sofa with American flag cushions, and a wicker chair.

3. The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (133 reviews)
"Nice rooms and decorations, easy parking"
United States
Lan
The price is CA $179
CA $195 total
includes taxes & fees
Nov 29 - Nov 30
The Perkins House
A two-story house with a red roof, a front porch, and a well-maintained lawn.

4. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (500 reviews)
"Great stay in a historic home."
United States
Richard
The price is CA $202
CA $220 total
includes taxes & fees
Nov 16 - Nov 17
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

5. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (170 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is CA $232
CA $253 total
includes taxes & fees
Dec 11 - Dec 12
The Kendall Inn
A two-story house with a porch and a sign reading "Fleetwork House."

6. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (150 reviews)
"Close location to airport. Sweet Neighbhorhood Good shower and breakfast was delish. Loved eating on the houses China"
United States
caia
The price is CA $323
CA $367 total
includes taxes & fees
Nov 15 - Nov 16
Fleetwood House Bed & Breakfast
A two-story house with a balcony, a front porch, and a snow-covered landscape.

7. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is CA $325
CA $355 total
includes taxes & fees
Nov 18 - Nov 19
The Nicholson Inn
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

8. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
The price is CA $295
CA $321 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland – Carleton Street
Exterior

9. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (101 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is CA $305
CA $333 total
includes taxes & fees
Nov 17 - Nov 18
West End Collection at 146 Pine
A house with a sign for The James Place Inn, indicating a vacancy.

10. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 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 $354
CA $386 total
includes taxes & fees
Nov 16 - Nov 17
The James Place Inn B&B
A wooden deck with two wicker chairs and a small table, overlooking a brick building with ivy and a fire escape.

11. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (206 reviews)
"Very helpful and friendly staff"
United States
paul k
The price is CA $310
CA $338 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland - Danforth Street.
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is CA $243
CA $288 total
includes taxes & fees
Nov 17 - Nov 18
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

13. Diamond Island | King Room with Private Ensuite

Diamond Island | King Room with Private Ensuite
West End
The price is CA $301
CA $340 total
includes taxes & fees
Nov 16 - Nov 17
Diamond Island | King Room with Private Ensuite
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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 $322
CA $382 total
includes taxes & fees
Nov 17 - Nov 18
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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 $419
CA $474 total
includes taxes & fees
Nov 16 - Nov 17
Experience the History of Portland - Two Room Suite w/Private Bath
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

16. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $474
CA $656 total
includes taxes & fees
Nov 16 - Nov 17
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 reviews in North Windham

A black front door with a light fixture above it, flanked by two potted evergreen trees.
The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
Freeport

10/10 Excellent

Beautiful place. Rooms were exceptionally lovely. Staff also!
Canada
Janne
Reviewed June 26, 2022
The Orchard House: Inn & Cafe

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. West End Collection at 146 Pine: 6 rooms. Located 14.2 mi (22.9 km) from the core of North Windham. Enjoy the local cuisine breakfast and deli.

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 Point Sebago Golf Resort 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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