Search B&B in Windham

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Compare 33 B&B in Windham with updated reviews, rates, and availability.

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, (1064)
"The whole building is very unique. It’s almost like a maze. It’s very bright there’s a lot of art in the hallways. The bathrooms are extremely clean."
The price is AED 334
AED 364 total
includes taxes & fees
24 Nov - 25 Nov
Inn at St John Portland In-Town
Old Orchard Beach Inn
Front of property
Old Orchard Beach Inn
2.5 star property
8.4 out of 10, Very Good, (1009)
"Amazing location, so much beauty and charm at this inn. Have stayed twice and can’t wait to return!"
The price is AED 621
AED 677 total
includes taxes & fees
23 Nov - 24 Nov
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Lobby sitting area
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (132)
"Great except for the billing. "
The price is AED 839
AED 915 total
includes taxes & fees
3 Dec - 4 Dec
Blind Tiger Portland - Danforth Street.
The Munroe Inn
Exterior
The Munroe Inn
3.5 star property
9.0 out of 10, Wonderful, (61)
"This is a great historic home. The owner was very friendly and kind. Only complaints were no tissue in the bathroom, and house was quite cold."
The price is AED 588
AED 641 total
includes taxes & fees
23 Nov - 24 Nov
The Munroe Inn
Candlebay Inn
Porch
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (418)
"Wonderful Bed & Breakfast"
The price is AED 547
AED 597 total
includes taxes & fees
24 Nov - 25 Nov
Candlebay Inn
The Perkins House
Front of property
The Perkins House
3.0 star property
9.8 out of 10, Exceptional, (101)
"The hosts Very hospitable. Awesome house with lots of great history on the property. Host are Living the American Dream. Definitely would recommend to anyone traveling through or having a party to seek out the Perkins House. You wont regret it."
The price is AED 525
AED 573 total
includes taxes & fees
23 Nov - 24 Nov
The Perkins House
Fleetwood House Bed & Breakfast
Property entrance
Fleetwood House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is AED 804
AED 877 total
includes taxes & fees
23 Nov - 24 Nov
Fleetwood House Bed & Breakfast
Blind Tiger Portland – Carleton Street
Reception
Blind Tiger Portland – Carleton Street
3.5 star property
9.8 out of 10, Exceptional, (108)
"WOW! What an amazing hotel! We had such a beautiful stay and LOVED Portland. The room was so comfortable and quiet. Beautifully appointed too. As an interior designer, I kept taking pictures and videos of all the beautiful details. The hotel company left the most amazing list of restaurants and things to do and we’re so glad we took their advice. We found spots we would never have known about otherwise. The Japanese restaurant they recommend was OUT OF THIS WORLD!"
The price is AED 928
AED 1,011 total
includes taxes & fees
11 Dec - 12 Dec
Blind Tiger Portland – Carleton Street
The Orchard House & Cafe
Front of property
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is AED 729
AED 795 total
includes taxes & fees
3 Dec - 4 Dec
The Orchard House & Cafe
Atlantic Birches Inn
Exterior
Atlantic Birches Inn
2.5 star property
9.4 out of 10, Exceptional, (343)
"-Had been taken over by Old Orchard Inn, we were not notified. Wifi for Atlantic Birches did not work (ever), no one in the inn to ask questions of, even during the day. -No breakfast in the inn, had to walk down the street to Old Orchard Inn with wet hair for what was a woeful breakfast. First morning was kid's cereal (literally only choice), stale bagels, hard boiled eggs, bad coffee. Another guest told us about yogurt (all sweet) in a small refridg. No one ever came into the dining room to...
Atlantic Birches Inn
And. N B&B
Front of property
And. N B&B
3.0 star property
9.8 out of 10, Exceptional, (54)
"This is a great little stay if you need to sleep near Portland. The breakfast was amazing like everyone said and the hosts were so kind 😃"
The price is AED 415
AED 452 total
includes taxes & fees
11 Dec - 12 Dec
And. N B&B
West End Inn
Breakfast area
West End Inn
3.0 star property
9.6 out of 10, Exceptional, (88)
"Truly wonderful staff and space. The breakfasts offered are also phenomenal."
The price is AED 841
AED 917 total
includes taxes & fees
24 Nov - 25 Nov
West End Inn
The James Place Inn B&B
Front of property
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (171)
"This B and B was outstanding for attention to detail, immaculate condition and cleanliness. Their breakfast was delicious with a start of fresh fruit and scones, and a great breakfast burrito that day. A short walk to LLBean, it’s near all the attractions in Freeport. The hosts were very friendly and accommodating. It was a real pleasure to stay there!"
The price is AED 757
AED 825 total
includes taxes & fees
3 Dec - 4 Dec
The James Place Inn B&B
Noble House Inn
Front of property
Noble House Inn
3.5 star property
9.8 out of 10, Exceptional, (80)
"The Noble House was a warm and welcoming experience. Clearly the current owners have invested well in the condition and serviceability of the property. The owners were personable, friendly, and service oriented. The climb to the third floor was a bit much for our senior bodies but the suite was thoroughly renovated and comfortable. "
The price is AED 518
AED 564 total
includes taxes & fees
24 Nov - 25 Nov
Noble House Inn
Lakeview Inn
Front of property
Lakeview Inn
3.5 star property
9.2 out of 10, Wonderful, (46)
"Nice staff, ample parking, nice room. Conveniently located. Breakfast and coffee was great. Bed is very comfortable. "
Lakeview Inn
The Jeremiah Mason House B & B
Room
The Jeremiah Mason House B & B
3.0 star property
9.6 out of 10, Exceptional, (42)
"Owner was so friendly and helpful. "
The price is AED 649
AED 708 total
includes taxes & fees
18 Dec - 19 Dec
The Jeremiah Mason House B & B
Brewster House Bed & Breakfast
Exterior
Brewster House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (110)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
The price is AED 1,095
AED 1,193 total
includes taxes & fees
24 Nov - 25 Nov
Brewster House Bed & Breakfast
The Chadwick Bed & Breakfast
View from room
The Chadwick Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (48)
"The Innkeepers were friendly and wonderful communicators. Breakfast was DELICIOUS! The rooms were cozy and the area was easy to commute on foot"
The Chadwick Bed & Breakfast
Wolf Cove Inn
Front of property
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)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
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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Other property types in Windham

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.6 out of 10, Excellent, (35)
"We would absolutely book this house again. Super peaceful location. Loons in the morning were a stellar start to each day. "
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Beach
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Sensational House on Sebago Lake, Raymond, ME
Exterior
Sensational House on Sebago Lake, Raymond, ME
9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
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.

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. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 10.2 mi (16.3 km) from the heart of Windham. Fleetwood House Bed & Breakfast: 3 rooms. 7.9 mi (12.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Candlebay Inn: 6 rooms. Located 16.4 mi (26.4 km) from the core of Windham. Enjoy the free full breakfast and in-room dining.
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 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.