Search B&B in Windham

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

B&B in Windham

Inn at St John Portland In-Town
Front of property - evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1011)
"Always a great stay!!!"
The price is SAR 372
SAR 405 total
includes taxes & fees
17 Jun - 18 Jun
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"We stayed at the atlantic "
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Baxter | 1 bedroom, premium bedding, individually decorated

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (147)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is SAR 1,424
SAR 1,552 total
includes taxes & fees
30 Jun - 1 Jul
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (116)
"Wonderful breakfast, nice hosts, beautiful home."
The price is SAR 860
SAR 937 total
includes taxes & fees
22 Jun - 23 Jun
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (144)
"Orchard House was very calm, relaxing, clean, and cozy; however, I would not consider it a typical bed and breakfast in a sense that there isn’t a home-cooked breakfast in the morning. They do provide granola and boiled eggs and a very small table with four seat seats, but it’s clear that most people including us go out to eat breakfast which isn’t necessarily a bad thing as there is plenty to do in the area just not what I’m typically used to. "
The price is SAR 824
SAR 898 total
includes taxes & fees
17 Jun - 18 Jun
The Orchard House & Cafe
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (426)
"Connie was very welcoming, and offered advice about the area. The Inn was quaint and comfortable, the breakfast delicious! We would definitely stay again!"
The price is SAR 747
SAR 814 total
includes taxes & fees
17 Jun - 18 Jun
Candlebay Inn
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (60)
"Very friendly owners, comfortable and clean room, bathroom, dining and sitting area, great breakfast. HIGHLY recommended!"
The price is SAR 640
SAR 698 total
includes taxes & fees
14 Jul - 15 Jul
And. N B&B
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"What a fantastic stay!"
The price is SAR 777
SAR 847 total
includes taxes & fees
17 Jun - 18 Jun
The Kendall Inn
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (112)
"We loved our stay at Blind Tiger! So many thoughtful touches."
The price is SAR 1,626
SAR 1,772 total
includes taxes & fees
15 Jul - 16 Jul
Blind Tiger Portland – Carleton Street
Noble House Inn
Porch

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (88)
"You won't be sorry you stayed here! Clean, easy check-in, Great Breakfast, etc."
The price is SAR 673
SAR 734 total
includes taxes & fees
24 Jun - 25 Jun
Noble House Inn
Lakeview Inn
Superior Room, 1 King Bed with Sofa bed | 1 bedroom, individually decorated, individually furnished, free WiFi

Lakeview Inn

3.5 star property
9.2 out of 10, Wonderful, (48)
"Absolutely amazing stay! My girlfriend absolutely adored the place! She felt super comfortable and loved the cozy atmosphere as well as the hospitality of the hosts."
Lakeview Inn
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is SAR 1,235
SAR 1,346 total
includes taxes & fees
17 Jun - 18 Jun
West End Inn
The Perkins House
Suite (The Carriage) | View from room

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Wonderful stay "
The Perkins House
The Munroe Inn
Courtyard view

The Munroe Inn

3.5 star property
9.0 out of 10, Wonderful, (61)
"We had a lovely stay and were very comfortable."
The price is SAR 648
SAR 706 total
includes taxes & fees
17 Jun - 18 Jun
The Munroe Inn
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"The food was great and the owners lovely."
The price is SAR 1,140
SAR 1,243 total
includes taxes & fees
17 Jun - 18 Jun
The James Place Inn B&B
Brewster House Bed & Breakfast
Exterior

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is SAR 785
SAR 855 total
includes taxes & fees
17 Jun - 18 Jun
Brewster House Bed & Breakfast
The Jeremiah Mason House B & B
Comfort Single Room, Non Smoking (Room 1, Second Floor) | 1 bedroom, individually decorated, individually furnished

The Jeremiah Mason House B & B

3.0 star property
9.6 out of 10, Exceptional, (44)
"Great charming place to stay"
The price is SAR 615
SAR 670 total
includes taxes & fees
17 Jun - 18 Jun
The Jeremiah Mason House B & B
Wolf Cove Inn
Sauna

Wolf Cove Inn

3.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Kathy, the owner, was very professional and runs a very nice Inn (B & B)."
PineCrest Inn
Picturesque bed and breakfast, nestled in the foothills of the white mountains.
Exterior detail

Picturesque bed and breakfast, nestled in the foothills of the white mountains.

10.0 out of 10, Exceptional, (1)
"The property is well maintained. The room was comfortable and tastefully decorated. The hostess was accommodating and helpful"
Picturesque bed and breakfast, nestled in the foothills of the white mountains.
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
Sign in
Sign up, it's free

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, Sebago Lake Basin and Little 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 (12.7 km) from the heart of Windham. Enjoy the free full breakfast and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. 10.2 mi (16.3 km) from the heart of downtown.The Orchard House & Cafe: 5 rooms. Located 17.3 mi (27.9 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, Sebago Lake Basin and Little Sebago Lake are some notable spots. You might put Sebago Lake and Maine Wildlife Park 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.