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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

B&B in Windham

Porch
Noble House Inn
Noble House Inn
3.5 star property
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 AED 456
AED 497 total
includes taxes & fees
26 Oct - 27 Oct
Noble House Inn
Front of property - evening/night
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 star property
8.8 out of 10, Excellent, (1141)
"Enjoyed our stay."
United States
Heather
The price is AED 217
AED 236 total
includes taxes & fees
26 Oct - 27 Oct
Inn at St John Portland In-Town
Front of property - evening/night
The Orchard House & Cafe
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (160)
"Very nice room in well renovated historic home. The hotel and grounds would be a nice spot for a small wedding. "
United States
Stacey
The price is AED 613
AED 668 total
includes taxes & fees
2 Nov - 3 Nov
The Orchard House & Cafe
Exterior
Old Orchard Beach Inn
Old Orchard Beach Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"Clean and very quaint room. Would stay again"
United States
Lisa
Old Orchard Beach Inn
Exterior
The Kendall Inn
The Kendall Inn
3.5 star property
9.8 out of 10, Exceptional, (142)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is AED 694
AED 757 total
includes taxes & fees
1 Nov - 2 Nov
The Kendall Inn
Suite (The Carriage) | View from room
The Perkins House
The Perkins House
3.0 star property
9.8 out of 10, Exceptional, (110)
"Fun, hospitable hosts. Helpful with ideas for our itinerary. Great breakfast. "
United States
John
The Perkins House
Superior Room, 1 King Bed | Individually decorated, individually furnished, free WiFi, bed sheets
Lakeview Inn
Lakeview Inn
3.5 star property
9.2 out of 10, Wonderful, (57)
"We would definitely stay here again!"
United States
Tristan
Lakeview Inn
Comfort Single Room, Non Smoking (Room 1, Second Floor) | Individually decorated, individually furnished, iron/ironing board
The Jeremiah Mason House B & B
The Jeremiah Mason House B & B
3.0 star property
9.6 out of 10, Exceptional, (49)
"Great charming place to stay"
United States
Susan
The price is AED 668
AED 729 total
includes taxes & fees
25 Oct - 26 Oct
The Jeremiah Mason House B & B
Porch
Candlebay Inn
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (455)
"Great location and hospitality."
United States
Brandon
The price is AED 566
AED 617 total
includes taxes & fees
2 Nov - 3 Nov
Candlebay Inn
Courtyard view
The Munroe Inn
The Munroe Inn
3.5 star property
9.2 out of 10, Wonderful, (67)
"The host is very helpful."
United States
philip
The price is AED 591
AED 645 total
includes taxes & fees
26 Oct - 27 Oct
The Munroe Inn
Front of property
And. N B&B
And. N B&B
3.0 star property
9.8 out of 10, Exceptional, (77)
"Really lovely place and great hospitality from the owners!"
United States
Hunter
And. N B&B
Baxter | 1 bedroom, premium bedding, individually decorated
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (157)
" 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 AED 841
AED 917 total
includes taxes & fees
18 Nov - 19 Nov
Blind Tiger Portland - Danforth Street.
Property entrance
Fleetwood House Bed & Breakfast
Fleetwood House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (131)
"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 AED 841
AED 917 total
includes taxes & fees
26 Oct - 27 Oct
Fleetwood House Bed & Breakfast
Stovall | Living area
Blind Tiger Portland – Carleton Street
Blind Tiger Portland – Carleton Street
3.5 star property
9.6 out of 10, Exceptional, (117)
"Loved the place "
United States
Stephen
The price is AED 863
AED 941 total
includes taxes & fees
18 Nov - 19 Nov
Blind Tiger Portland – Carleton Street
Garden
Brewster House Bed & Breakfast
Brewster House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (114)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
United States
Peter
The price is AED 1,135
AED 1,237 total
includes taxes & fees
25 Oct - 26 Oct
Brewster House Bed & Breakfast
Outdoor dining
The James Place Inn B&B
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (181)
"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 AED 959
AED 1,045 total
includes taxes & fees
2 Nov - 3 Nov
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

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"The hotel was clean and modern. The room was comfortable and quiet. We ate at the restaurant 3 times (breakfast twice, dinner once),and the food was always good. The location is good if you want to walk around Old Port. We definitely got our steps in! My only issue was the pillows... we don't like flat down pillows, so it would be nice to have some different options in the rooms. Other than that, we have no complaints! The ice/water refill machine near the elevator was especially handy. "
Lisa 5-night trip
Posted 2 days ago
Canopy by Hilton Portland Waterfront

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. 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. Blind Tiger Portland – Carleton Street: 6 rooms. 9.8 mi (15.8 km) from the heart of downtown. Enjoy the unique décor and patio area. 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 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.