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B&B in Windham

Inn at St John Portland In-Town

2.5 star property
Valley Street
8.8 out of 10, Excellent, (1151)
"Enjoyed our stay."
United States
Heather
The price is ¥12,494
¥13,618 total
includes taxes & fees
Dec 2 - Dec 3
Inn at St John Portland In-Town

And. N B&B

3.0 star property
Gray
9.8 out of 10, Exceptional, (77)
"Really lovely place and great hospitality from the owners!"
United States
Hunter
The price is ¥16,394
¥17,870 total
includes taxes & fees
Jan 1 - Jan 2, 2026
And. N B&B

Noble House Inn

3.5 star property
Bridgton
9.8 out of 10, Exceptional, (100)
"A very well maintained B&B. The folks that run it really go all out to provide an excellent stay."
United States
Steve
The price is ¥17,961
¥19,577 total
includes taxes & fees
Dec 28 - Dec 29
Noble House Inn

The Orchard House: Inn, Ice Cream, Cafe

3.0 star property
Freeport
9.6 out of 10, Exceptional, (162)
"Wonderful place to stay! The room was very clean and the beds super comfortable. Will most definitely be returning for another visit in Maine."
United States
Shannon
The Orchard House: Inn, Ice Cream, Cafe

Old Orchard Beach Inn

2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1001)
"A beautiful place to stay!!! First time at a B&B and it did not disappoint."
United States
Kristian
Old Orchard Beach Inn

The Kendall Inn

3.5 star property
Freeport
9.8 out of 10, Exceptional, (144)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is ¥26,145
¥28,499 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Kendall Inn

Candlebay Inn

3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
The price is ¥24,052
¥26,217 total
includes taxes & fees
Dec 2 - Dec 3
Candlebay Inn

The Munroe Inn

3.5 star property
Auburn
9.2 out of 10, Wonderful, (68)
"The host is very helpful."
United States
philip
The price is ¥25,145
¥27,408 total
includes taxes & fees
Dec 2 - Dec 3
The Munroe Inn

Blind Tiger Portland - Danforth Street.

3.5 star property
West End
9.6 out of 10, Exceptional, (166)
" Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view. "
United States
John
The price is ¥31,019
¥33,811 total
includes taxes & fees
Dec 7 - Dec 8
Blind Tiger Portland - Danforth Street.

The Perkins House

3.0 star property
Cornish
9.8 out of 10, Exceptional, (114)
"Fun, hospitable hosts. Helpful with ideas for our itinerary. Great breakfast. "
United States
John
The Perkins House

Blind Tiger Portland – Carleton Street

3.5 star property
West End
9.6 out of 10, Exceptional, (120)
"Loved the place "
United States
Stephen
The price is ¥25,860
¥28,187 total
includes taxes & fees
Dec 8 - Dec 9
Blind Tiger Portland – Carleton Street

Fleetwood House Bed & Breakfast

3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
The price is ¥35,765
¥38,984 total
includes taxes & fees
Dec 2 - Dec 3
Fleetwood House Bed & Breakfast

Brewster House Bed & Breakfast

4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is ¥32,642
¥35,580 total
includes taxes & fees
Dec 7 - Dec 8
Brewster House Bed & Breakfast

The Jeremiah Mason House B & B

3.0 star property
Limerick
9.6 out of 10, Exceptional, (51)
"Great charming place to stay"
United States
Susan
The price is ¥29,440
¥32,090 total
includes taxes & fees
Dec 2 - Dec 3
The Jeremiah Mason House B & B

The James Place Inn B&B

3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
The price is ¥34,107
¥37,176 total
includes taxes & fees
Dec 2 - Dec 3
The James Place Inn B&B
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

Find out more about Windham

Windham B&B information

Number of reviews
3,983
Accommodation
34 B&B
Lowest Price
¥13,618
Highest Price
¥38,984

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 – Carleton Street: 6 rooms. Situated 9.8 mi (15.8 km) from the heart of Windham. Enjoy the unique décor and patio area. The Orchard House & Cafe: 5 rooms. 17.3 mi (27.9 km) from the heart of downtown.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, 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 Sebago Lake Basin 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.