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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Windham bed & breakfast

Front of property - evening/night

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 AED 760
AED 829 total
includes taxes & fees
5 Jul - 6 Jul
The Orchard House: Inn & Cafe
Free daily full breakfast

Lakeview Inn

Lakeview Inn
3.5 star property
Naples
9.2 out of 10, Wonderful, (60 reviews)
"The perfect inn with the sweetest host and most delicious breakfast!"
United States
Michelle
The price is AED 848
AED 924 total
includes taxes & fees
22 Jun - 23 Jun
Lakeview Inn
Porch

Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.8 out of 10, Exceptional, (115 reviews)
"Very nice room, excellant breakfast."
United States
SANDRA
The price is AED 519
AED 566 total
includes taxes & fees
22 Jun - 23 Jun
Noble House Inn
Exterior detail

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 AED 841
AED 917 total
includes taxes & fees
22 Jun - 23 Jun
Fleetwood House Bed & Breakfast
Front of property

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 AED 580
AED 633 total
includes taxes & fees
22 Jun - 23 Jun
The Jeremiah Mason House B & B
Exterior

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 AED 654
AED 713 total
includes taxes & fees
22 Jun - 23 Jun
The Munroe Inn
Porch

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (463 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 AED 641
AED 699 total
includes taxes & fees
22 Jun - 23 Jun
Candlebay Inn
Front of property

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 AED 1,031
AED 1,124 total
includes taxes & fees
8 Jul - 9 Jul
The Nicholson Inn
Suite (The Carriage) | View from room

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 AED 472
AED 514 total
includes taxes & fees
8 Jul - 9 Jul
The Perkins House
Sauna

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 AED 640
AED 698 total
includes taxes & fees
22 Jun - 23 Jun
Brewster House Bed & Breakfast
Interior entrance

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (146 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
The price is AED 853
AED 930 total
includes taxes & fees
22 Jun - 23 Jun
The Kendall Inn
Front of property

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 AED 1,116
AED 1,216 total
includes taxes & fees
22 Jun - 23 Jun
The James Place Inn B&B
Exterior

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,003 reviews)
"Second time staying here…very nice and clean as well as convenient location."
United States
Teresa
The price is AED 405
AED 496 total
includes taxes & fees
28 Jun - 29 Jun
Old Orchard Beach Inn
Front of property - evening/night

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, (1,129 reviews)
"great place"
United States
Kimberly
The price is AED 587
AED 639 total
includes taxes & fees
22 Jun - 23 Jun
Inn at St John Portland In-Town
Baxter | Premium bedding, individually decorated, individually furnished

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (185 reviews)
"The place was totally amazing."
United States
Gary
The price is AED 1,344
AED 1,465 total
includes taxes & fees
5 Jul - 6 Jul
Blind Tiger Portland - Danforth Street.
Living area

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (123 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 AED 1,315
AED 1,433 total
includes taxes & fees
28 Jun - 29 Jun
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.
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Top Windham Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"The late night staff were fantastic! Especially the guy who checked us in ."
sharronne 3-night trip
Posted 3 hours ago
The Westin Portland Harborview

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. Fleetwood House Bed & Breakfast: 3 rooms. Situated 7.9 mi (12.8 km) from the heart of Windham. Enjoy the free full breakfast and unique décor. The Orchard House: Inn & Cafe: 5 rooms. 17.3 mi (27.9 km) from the heart of downtown.Blind Tiger Portland – Carleton Street: 6 rooms. Located 9.8 mi (15.8 km) from the core of Windham. Enjoy the unique décor and patio area.
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.

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