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

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1036)
"It’s a great old Inn that is walkable from many restaurants and the port. "
The price is AED 294
AED 320 total
includes taxes & fees
12 Jan - 13 Jan
Inn at St John Portland In-Town

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"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
12 Jan - 13 Jan
Old Orchard Beach Inn

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (420)
"Room was equipped with sprinklers and other fire safety items. Owner graciously welcomed us."
The price is AED 547
AED 597 total
includes taxes & fees
12 Jan - 13 Jan
Candlebay Inn

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

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (137)
"The property is very unique, room has a homey vibe but very modern feel. I would want to live here, versus feeling like my grandma lives here. The person who checked us in was so helpful, she gave us a ton of recommendations for places to eat, find live music, shopping to suit many tastes. Property on the whole has a really cool feel and would def recommend. "
The price is AED 724
AED 789 total
includes taxes & fees
29 Jan - 30 Jan
Blind Tiger Portland - Danforth Street.

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 694
AED 757 total
includes taxes & fees
12 Jan - 13 Jan
West End Inn

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (109)
"Charming place to stay. "
The price is AED 815
AED 889 total
includes taxes & fees
13 Jan - 14 Jan
Blind Tiger Portland – Carleton Street

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 533
AED 581 total
includes taxes & fees
12 Jan - 13 Jan
The Munroe Inn

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 841
AED 917 total
includes taxes & fees
12 Jan - 13 Jan
Fleetwood House Bed & Breakfast

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (55)
"We stayed overnight in January, never actually seen any one else. "
The price is AED 415
AED 452 total
includes taxes & fees
25 Jan - 26 Jan
And. N B&B

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is AED 613
AED 668 total
includes taxes & fees
12 Jan - 13 Jan
The Orchard House & Cafe

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Adorably decorated place and friendly service "
The price is AED 520
AED 567 total
includes taxes & fees
12 Jan - 13 Jan
The Perkins House

Wolf Cove Inn

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

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
12 Jan - 13 Jan
The James Place Inn B&B

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

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 480
AED 524 total
includes taxes & fees
6 Feb - 7 Feb
Noble House Inn

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 496
AED 540 total
includes taxes & fees
17 Jan - 18 Jan
Brewster House Bed & Breakfast

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

The Jeremiah Mason House B & B

3.0 star property
9.6 out of 10, Exceptional, (43)
"The homemade breakfast was wonderful and the host is very nice. "
The Jeremiah Mason House B & B

B&B 1Queen sleeps 2. Owner occupied

9.6 out of 10, Exceptional, (29)
"I would give 10 stars if I could! Location and view are great. Owners are very accommodating and great people. They went far and above beyond expectations. Breakfasts were outstanding. The biggest compliment I can give is to say we are coming back! Thanks Kath & Scott for making our trip to Maine so enjoyable!"
B&B 1Queen sleeps 2. Owner occupied
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

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

Cozy Year-round House right outside Portland Maine on Highland Lake.

9.8 out of 10, Exceptional, (60)
"My wife and I stay for a long weekend, had a great time! Anything you might need is provided, watched the sun rise over the lake right from the dinning table, enjoyed the gas fireplace at night. Off the beaten path but not really 5min and your on the main drag with a multitude of stores. I'm sure its even nicer in the warm weather."
Cozy Year-round House right outside Portland Maine on Highland Lake.

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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 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.