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Check prices for these dates

Next weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured B&B in Windham

Inn at St John Portland In-Town
Classic building with a stone facade and commercial establishments on the ground floor.

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1037)
"Quaint and fun old style place to stay. "
The price is AU$234
includes taxes & fees
1 Sept - 2 Sept
Inn at St John Portland In-Town
Old Orchard Beach Inn
Relax in a serene outdoor setting surrounded by lush greenery and comfortable seating.

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1007)
"This historic inn was just what we wanted for our stay in OOB. "
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

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 AU$635
includes taxes & fees
18 Aug - 19 Aug
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (120)
"We had a great time! The breakfast was wonderful! "
The price is AU$386
includes taxes & fees
11 Aug - 12 Aug
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Stylish entrance with a central door and potted evergreen trees.

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is AU$352
includes taxes & fees
10 Aug - 11 Aug
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
The price is AU$741
includes taxes & fees
26 Aug - 27 Aug
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Enjoy a romantic meal for two on the deck, surrounded by the house's charming facade.

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"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 AU$512
includes taxes & fees
4 Aug - 5 Aug
The James Place Inn B&B
And. N B&B
Stroll up to the central entrance of this charming two-story house, featuring a gabled roof and a cozy porch.

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (65)
"Great breakfast with perfect homefries. Personable friendly hosts. Near town but wooded quiet sitting area out back. "
The price is AU$287
includes taxes & fees
21 Aug - 22 Aug
And. N B&B
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is AU$503
includes taxes & fees
6 Aug - 7 Aug
Brewster House Bed & Breakfast
The Kendall Inn
Charming two-story house with a welcoming porch and a beautifully manicured lawn.

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"Quaint stay. Enjoyed our stay. "
The price is AU$355
includes taxes & fees
4 Aug - 5 Aug
The Kendall Inn
Noble House Inn
Relax on the porch with comfortable wicker furniture and enjoy the serene surroundings.

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (92)
"You won't be sorry you stayed here! Clean, easy check-in, Great Breakfast, etc."
The price is AU$217
includes taxes & fees
2 Sept - 3 Sept
Noble House Inn
The Perkins House
Relax by the stone fireplace in a cozy outdoor setting surrounded by comfortable seating and lush trees.

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Wonderful stay "
The price is AU$266
includes taxes & fees
5 Aug - 6 Aug
The Perkins House
Candlebay Inn
Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (432)
"Connie was extremely helpful and welcoming. The breakfast casserole, as many others have stated, was delicious. The room and bathroom were amply sized for our needs. We would stay here again!"
The price is AU$335
includes taxes & fees
5 Aug - 6 Aug
Candlebay Inn
The Munroe Inn
Experience the charm of Munroe Inn, a historic building with a wrap-around porch and beautifully maintained gardens.

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 AU$310
includes taxes & fees
4 Aug - 5 Aug
The Munroe Inn
West End Inn
Enjoy the view from this cozy corner bay window with a porch and brick facade.

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
The price is AU$537
includes taxes & fees
1 Sept - 2 Sept
West End Inn
Lakeview Inn
Enjoy a restful stay in this inviting room, featuring a comfortable bed, a breakfast tray, and a beautiful floral arrangement.

Lakeview Inn

3.5 star property
9.2 out of 10, Wonderful, (50)
"Super friendly staff with fantastic breakfasts and games to boot!"
Lakeview Inn
The Jeremiah Mason House B & B
Relax in this inviting living room with a sofa, armchair, and ottoman, surrounded by floral patterns and a view of the outside.

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 AU$306
includes taxes & fees
4 Aug - 5 Aug
The Jeremiah Mason House B & B
PineCrest Inn
Experience the charm of this traditional bed and breakfast, featuring a welcoming front porch and beautifully maintained grounds.

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
Wolf Cove Inn
Relax by the fire pit in a serene natural setting surrounded by benches and trees.

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.
Experience a traditional bed and breakfast at Jeremiah Mason House, featuring a classic facade, welcoming front porch, and balcony.

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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Frequently asked questions

Searching for B&Bs in Windham?
If you're hoping for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your holiday. When you want to explore some attractions in town, Little Sebago Lake and Sebago Lake are worth a stop.
Are you interested in an apartment instead of a traditional hotel?
With attentive service, opportunities to mingle with other guests and tasty breakfasts, B&Bs provide a unique 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 city centre. Enjoy the outdoor pool and unique decor. 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 decor. The Orchard House & Cafe: 5 rooms. 17.3 mi (27.9 km) from the city centre. 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Windham are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Windham?
Travellers 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 should 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, ME (PWM-Portland Intl. Jetport), which is located 8.9 mi (14.3 km) away. Otherwise, look 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 a rental car for your journey.