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Compare 27 B&B in Windham with updated reviews, rates, and availability.

Exterior
Harpswell Inn
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice country inn, beautiful views. best wishes for the new ownwers."
Harpswell Inn
Property grounds
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (165)
"I had a lovely stay at the James Inn; the hosts were great and the breakfast was delicious!! Anne"
The price is $292
$318 total
includes taxes & fees
May 23 - May 24
The James Place Inn B&B
Dock
Wolf Cove Inn
3.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn
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1 bedroom, WiFi
Guest room with private bath and gourmet breakfast served daily
10.0 out of 10, Exceptional, (4)
"Book with the property (online or call) to avoid extra charges! John and Loretta are amazing people and inn keepers. The breakfast is delicious and the house itself is styled as it would have been almost 100 years ago. 10/10, we will be back! Thank you!"
Guest room with private bath and gourmet breakfast served daily
Iron/ironing board, WiFi, bed sheets
Private suite...entire 3rd floor.
10.0 out of 10, Exceptional, (1)
"This was a great stay and experience in a Victorian style home! Loved the home and all the amenities and would recommend to others!! Kelley was a great host!!"
Private suite...entire 3rd floor.
Exterior
Inn at Park Spring
3.5 star property
10.0 out of 10, Exceptional, (48)
"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "
Inn at Park Spring
Stovall | Living area | Fireplace
Blind Tiger Portland – Carleton Street
3.5 star property
9.8 out of 10, Exceptional, (98)
"Best place to stay in Portland! The decor, service and location are awesome, this is my second time staying here!"
The price is $257
$281 total
includes taxes & fees
May 29 - May 30
Blind Tiger Portland – Carleton Street
Front of property
And. N B&B
2.0 star property
9.8 out of 10, Exceptional, (28)
"We enjoyed our overnight stay. The young owners were gracious and interesting to talk with. We would have liked to have directions printed out for use of the TV and heating/cooling system in our room. The bed was comfortable and the entire place was very clean. Breakfast was prepared well and very tasty. Very enjoyable stay."
The price is $193
$211 total
includes taxes & fees
May 23 - May 24
And. N B&B
Exterior
The Chadwick Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (38)
"The Chadwick is beautiful, centrally located. Owners are great!"
The price is $199
$217 total
includes taxes & fees
May 28 - May 29
The Chadwick Bed & Breakfast
Suite (The Carriage) | View from room
The Perkins House
3.0 star property
9.8 out of 10, Exceptional, (85)
"The room was very comfortable, quiet and clean. There is a shared bathroom for the floor, which was fine for us since only one other room was occupied. (I don’t know how that goes when the inn is full.) We did not take advantage of any of the other common areas (living room w/TV, sitting room). The entire house is beautifully decorated in the Victorian style, with lots of furniture, busy wallpaper, and decorative items on the shelves, dressers and side tables. It looked great, but I was afraid...
The price is $152
$166 total
includes taxes & fees
May 24 - May 25
The Perkins House
Porch
Noble House Inn
3.5 star property
9.8 out of 10, Exceptional, (75)
"Wonderful place, beautiful setting, convenient to town. Lovely breakfast!"
The price is $158
$172 total
includes taxes & fees
May 26 - May 27
Noble House Inn
Exterior
Brewster House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (105)
"The breakfasts are to die for. Freeport is a lovely place and easy to walk into from Brewster’s. Kelleigh and Dave are so welcoming. Would love to go back."
The price is $298
$325 total
includes taxes & fees
May 23 - May 24
Brewster House Bed & Breakfast
Street view
PineCrest Inn
4.0 star property
9.8 out of 10, Exceptional, (98)
"Our stay at the Pinecrest was wonderful. We would highly recommend staying and plan to visit again. The breakfasts were fantastic. The service was just right. We were very comfortable. Kathy was the perfect host!"
PineCrest Inn
1 bedroom, desk, iron/ironing board, WiFi
B&B 1Queen sleeps 2. Owner occupied
9.8 out of 10, Exceptional, (25)
"Cath and Scott were fantastic hosts. This was a true bed and breakfast stay. We had a good room and even better food. They were very pleasant and accommodating. We would absolutely stay with them again just for the cooking alone. The bananas foster and homemade bagels were the best!"
B&B 1Queen sleeps 2. Owner occupied
Exterior
Kendall Tavern Inn
3.5 star property
9.8 out of 10, Exceptional, (121)
"What a fantastic stay!"
Kendall Tavern Inn
Porch
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (379)
"Very friendly host. The Inn is lovely. "
The price is $194
$211 total
includes taxes & fees
May 23 - May 24
Candlebay Inn
Front of property - evening/night
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (99)
"We had an amazing stay at The Orchard House. The pictures do not do it justice. It is beautiful and special. We stayed in the Library Room. Very unique and spacious for 2 people. I am in love with the bed/mattress! The light breakfast served (coffee/tea, cereal, boiled eggs, juice, toast.etc) was perfect and a great way to start the day. The owner Bill (and his Mom Lynn owner of the vintage shop Folly) are fabulous. And the dogs, Bingo and Bay are the icing on the cake. Would definitely...
The price is $219
$239 total
includes taxes & fees
Jun 9 - Jun 10
The Orchard House & Cafe
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (114)
"Perfect stay for a weekend getaway!!"
The price is $275
$299 total
includes taxes & fees
May 28 - May 29
Blind Tiger Portland - Danforth Street.
Classic Room, 1 King Bed, City View | Individually decorated, individually furnished, iron/ironing board
West End Inn
3.0 star property
9.6 out of 10, Exceptional, (75)
"We stayed for a get a way weekend . Breakfast each morning was wonderful. Plenty of parking right in front of inn . We walked all over town. It was the weekend of the eclipse and we did not have glasses but Milan so graciously gave us extras he had . Wonderful host "
The price is $269
$293 total
includes taxes & fees
May 27 - May 28
West End Inn
Front of property
The Jeremiah Mason House B & B
3.0 star property
9.6 out of 10, Exceptional, (37)
"My mom and I had a small weekend getaway in Limerick, Maine. The reason for our trip, was to attend a maple syrup weekend event at Hilltop Boilers and hike on Sawyer Mountain. After doing research for a hotel stay, we decided to stay at The Jeremiah Mason Bed and Breakfast. I want to say that our stay was the highlight of the trip! The minute we walked in, Valerie treated us like we were family. She explained all the features of the inn, and asked us what we wanted for breakfast and if we had...
The price is $173
$188 total
includes taxes & fees
May 23 - May 24
The Jeremiah Mason House B & B
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See all available properties in Windham
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.

Other property types in Windham

Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Property grounds
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.4 out of 10, Very Good, (21)
"The house was really great - plenty of room and a nice and serene. Older house with squeaky and uneven floors but the decor and some modern makeovers made it have great character! Communicating with property manager was very easy and we got prompt responses. The only thing worth mentioning that needs attention is the little bridge to go over to get to the driveway. Luckily we have a higher car but anyone with a regular sedan would have bottomed out and/or possibly got stuck. I’m sure it was...
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
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.

Windham B&B information

Number of reviews
3,587
Accommodation
27 B&B
Lowest Price
$79
Highest Price
$298

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: 18 rooms. 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. Candlebay Inn: 6 rooms. 16.4 mi (26.4 km) from the heart of downtown. Enjoy the free full breakfast and in-room dining. 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 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, April, March, and February, with each month seeing an average of 9 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.

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