A white church with a steeple and red accents, surrounded by autumn trees.

Find a Bed and Breakfast in Windham from CA $214

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Windham bed & breakfast

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (165 reviews)
"Vers Nice stay!"
Canada
Kateri
The price is CA $304
CA $332 total
includes taxes & fees
Jul 7 - Jul 8
The Orchard House: Inn & Cafe

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (133 reviews)
"Breakfast was excellent! Very pet friendly. Room was lovely and clean. "
United States
Earlene
The price is CA $325
CA $354 total
includes taxes & fees
Jul 3 - Jul 4
Fleetwood House Bed & Breakfast

Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.8 out of 10, Exceptional, (116 reviews)
"Very nice room, excellant breakfast."
United States
SANDRA
The price is CA $260
CA $284 total
includes taxes & fees
Jul 20 - Jul 21
Noble House Inn

The Jeremiah Mason House B & B

The Jeremiah Mason House B & B
3.0 star property
Limerick
9.6 out of 10, Exceptional, (52 reviews)
"Excellent place to stay. Clean room and dining area, tasty breakfast, and very friendly host!"
United States
Kenneth
The price is CA $241
CA $263 total
includes taxes & fees
Jul 8 - Jul 9
The Jeremiah Mason House B & B

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (465 reviews)
"Very nice owners and the place was clean food was great and location was excellent. Will tell are family and friends when they visit Maine."
United States
Barry
The price is CA $248
CA $270 total
includes taxes & fees
Jul 6 - Jul 7
Candlebay Inn

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 $409
CA $446 total
includes taxes & fees
Jul 9 - Jul 10
The Nicholson Inn

The Munroe Inn

The Munroe Inn
3.5 star property
Auburn
9.2 out of 10, Wonderful, (73 reviews)
"Close to Bates. Gorgeous house. Easy-check, laid back, responsive, and attentive host. We had a great time."
United States
Ippei
The price is CA $283
CA $308 total
includes taxes & fees
Jul 7 - Jul 8
The Munroe Inn

The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (115 reviews)
"Wonderful stay "
Belgium
Yvan
The price is CA $196
CA $214 total
includes taxes & fees
Jul 8 - Jul 9
The Perkins House

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (147 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
The price is CA $345
CA $376 total
includes taxes & fees
Jul 6 - Jul 7
The Kendall Inn

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is CA $277
CA $302 total
includes taxes & fees
Jul 20 - Jul 21
Brewster House Bed & Breakfast

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (184 reviews)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
United States
Cecilia
The price is CA $431
CA $470 total
includes taxes & fees
Jul 6 - Jul 7
The James Place Inn B&B

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,000 reviews)
"Second time staying here…very nice and clean as well as convenient location."
United States
Teresa
The price is CA $221
CA $262 total
includes taxes & fees
Jul 6 - Jul 7
Old Orchard Beach Inn

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, (1,134 reviews)
"great place"
United States
Kimberly
The price is CA $240
CA $262 total
includes taxes & fees
Jul 5 - Jul 6
Inn at St John Portland In-Town

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (188 reviews)
"The place was totally amazing."
United States
Gary
The price is CA $552
CA $602 total
includes taxes & fees
Jul 6 - Jul 7
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (124 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 $514
CA $560 total
includes taxes & fees
Jul 6 - Jul 7
Blind Tiger Portland – Carleton Street
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Find out more about Windham

Windham B&B information

Number of reviews
4,015
Accommodation
33 B&B
Lowest Price
CA $214
Highest Price
CA $602

Frequently asked questions

Searching for B&Bs in Windham?
If you're looking for something a little different than your standard hotel experience, a bed and breakfast could be a great option for your trip. When you want to explore some attractions in town, Little Sebago Lake and Sebago Lake are worth a stop.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs provide a one-of-a-kind environment.
What are the best B&Bs in Windham?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 9.4 mi (15.2 km) from the heart of Windham.Old Orchard Beach Inn: 16.7 mi (26.8 km) from the downtown core. Enjoy the outdoor pool and unique décor. The Orchard House: Inn & Cafe: 5 rooms. Situated 17.3 mi (27.9 km) from the heart of Windham. Fleetwood House Bed & Breakfast: 3 rooms. 7.9 mi (12.8 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Located 10.2 mi (16.3 km) from the core of Windham.
What's the best time of year to stay at a B&B in Windham?
When you're dreaming of a stay in Windham, year-round temperatures and rainfall may be important factors to consider. 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 29°F. The snowiest months in Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windham?
Travelers enjoy Windham for its lakeside setting and restaurants. When you want to spend some time in the great outdoors, Little Sebago Lake and Sebago Lake are some notable spots. You might put Sebago Lake Basin and Seacoast Adventure on your list if you want to see more of the area.
How can I get to and around Windham?
Mapping out your trip in and around Windham is easy with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 8.9 mi (14.3 km) away from the heart of the city. You can also search for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 20.8 mi (33.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia