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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

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, (1028)
"Quaint and fun old style place to stay. "
The price is AED 547
AED 597 total
includes taxes & fees
21 Jul - 22 Jul
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, (1011)
"This historic inn was just what we wanted for our stay in OOB. "
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, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is AED 1,572
AED 1,714 total
includes taxes & fees
18 Aug - 19 Aug
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, (119)
"We had a great time! The breakfast was wonderful! "
The price is AED 841
AED 917 total
includes taxes & fees
21 Jul - 22 Jul
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, (147)
"Wonderful B&B"
The price is AED 767
AED 837 total
includes taxes & fees
21 Jul - 22 Jul
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (113)
"Great location. Quiet street. Well maintained property. Warm and welcoming. "
The price is AED 1,410
AED 1,537 total
includes taxes & fees
29 Jul - 30 Jul
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (172)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
The price is AED 1,116
AED 1,216 total
includes taxes & fees
20 Jul - 21 Jul
The James Place Inn B&B
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (62)
"Very friendly owners, comfortable and clean room, bathroom, dining and sitting area, great breakfast. HIGHLY recommended!"
The price is AED 586
AED 639 total
includes taxes & fees
5 Aug - 6 Aug
And. N B&B
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (111)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is AED 1,098
AED 1,197 total
includes taxes & fees
23 Jul - 24 Jul
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (128)
"What a fantastic stay!"
The price is AED 761
AED 829 total
includes taxes & fees
20 Jul - 21 Jul
The Kendall Inn
Noble House Inn
Porch

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (90)
"You won't be sorry you stayed here! Clean, easy check-in, Great Breakfast, etc."
The price is AED 490
AED 534 total
includes taxes & fees
22 Jul - 23 Jul
Noble House 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
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (429)
"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 AED 731
AED 797 total
includes taxes & fees
22 Jul - 23 Jul
Candlebay Inn
The Munroe Inn
Courtyard view

The Munroe Inn

3.5 star property
9.0 out of 10, Wonderful, (62)
"We had a lovely stay and were very comfortable."
The price is AED 676
AED 737 total
includes taxes & fees
27 Jul - 28 Jul
The Munroe 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 AED 1,392
AED 1,517 total
includes taxes & fees
20 Jul - 21 Jul
West End 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, (49)
"Super friendly staff with fantastic breakfasts and games to boot!"
Lakeview Inn
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, (45)
"Great charming place to stay"
The price is AED 668
AED 729 total
includes taxes & fees
22 Jul - 23 Jul
The Jeremiah Mason House B & B
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
Wolf Cove Inn
Sauna

Wolf Cove Inn

4.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove 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.
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Top Windham Hotel Reviews

Comfort Inn Airport

Comfort Inn Airport

10/10 Excellent
"Great staff. Breakfast is very well done. "
Kris 1-night trip
Posted 22 hours ago
Comfort Inn Airport

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 (12.7 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, Little Sebago Lake and Sebago Lake are some notable spots. You might put Maine Wildlife Park and Sebago Lake Basin 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.