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Check prices for these dates

Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb
In one month
6 Mar - 8 Mar
In two months
3 Apr - 5 Apr

Our top choices for Windham bed & breakfast

Front of property - evening/night

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1,132 reviews)
"good location, night breakfast."
United States
Jess
The price is AED 294
AED 320 total
includes taxes & fees
7 Feb - 8 Feb
Inn at St John Portland In-Town
Library Room | Terrace/patio

Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.8 out of 10, Exceptional, (104 reviews)
"We skied at Pleasant Mountain for 2 days and The Noble House was the perfect spot to spend the night as it is only 10 minutes away. The Inn was very inviting and our room was perfect for what we needed - very clean! We were not able to stay for the french toast in the morning, but it smelled amazing. We will definitely be staying there again!"
United States
Patrick
The price is AED 422
AED 460 total
includes taxes & fees
8 Feb - 9 Feb
Noble House Inn
Exterior

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,000 reviews)
"Beautiful quaint hotel. Clean rooms "
United States
John
Old Orchard Beach Inn
Family Suite | Individually decorated, free WiFi

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (77 reviews)
"Nice place, excellent breakfast! "
United States
Clarence
And. N B&B
Interior entrance

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145 reviews)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is AED 615
AED 670 total
includes taxes & fees
7 Feb - 8 Feb
The Kendall Inn
Exterior

The Munroe Inn

The Munroe Inn
3.5 star property
Auburn
9.2 out of 10, Wonderful, (69 reviews)
"The host is very helpful."
United States
philip
The price is AED 551
AED 601 total
includes taxes & fees
7 Feb - 8 Feb
The Munroe Inn
Suite (The Carriage) | View from room

The Perkins House

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

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460 reviews)
"The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. "
United States
Paige
The price is AED 584
AED 637 total
includes taxes & fees
7 Feb - 8 Feb
Candlebay Inn
Garden

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is AED 745
AED 812 total
includes taxes & fees
8 Feb - 9 Feb
Brewster House Bed & Breakfast
Lobby lounge

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (171 reviews)
"The whole was cozy! Well curated style and knowledgeable staff."
United States
jeffrey c
The price is AED 749
AED 816 total
includes taxes & fees
18 Feb - 19 Feb
Blind Tiger Portland - Danforth Street.
Living area

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (120 reviews)
"Loved the place "
United States
Stephen
The price is AED 657
AED 717 total
includes taxes & fees
25 Feb - 26 Feb
Blind Tiger Portland – Carleton Street
Exterior detail

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132 reviews)
"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
9 Feb - 10 Feb
Fleetwood House Bed & Breakfast
Porch

The Jeremiah Mason House B & B

The Jeremiah Mason House B & B
3.0 star property
Limerick
9.6 out of 10, Exceptional, (51 reviews)
"Excellent place to stay. Clean room and dining area, tasty breakfast, and very friendly host!"
United States
Kenneth
The price is AED 681
AED 742 total
includes taxes & fees
1 Mar - 2 Mar
The Jeremiah Mason House B & B
Front of property

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182 reviews)
"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 802
AED 874 total
includes taxes & fees
7 Feb - 8 Feb
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Great hotel. Convenient location; clean; comfortable. Small but adequate pool for exercise; good fitness studio. Great breakfast."
Mark 1-night trip
Posted 16 hours ago
Hampton Inn Portland Downtown - 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, Seacoast Adventure and Little 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. 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.
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 Seacoast Adventure 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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