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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Windham B&B

Our top choices for Windham bed & breakfast

Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Nice place and was a great breakfast "
Old Orchard Beach Inn
Lakeview Inn
Superior Room, 1 King Bed | 1 bedroom, individually decorated, individually furnished, free WiFi

Lakeview Inn

3.5 star property
9.2 out of 10, Wonderful, (50)
"Super friendly staff with fantastic breakfasts and games to boot!"
Lakeview Inn
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (123)
"The breakfasts and friendly conversations were amazing. We thoroughly enjoyed our stay at the Fleetwood Bed and Breakfast "
The price is Rp3.702.701
Rp4.035.944 total
includes taxes & fees
1 Sept - 2 Sept
Fleetwood House Bed & Breakfast
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (67)
"Lovely place to stay. Sweet staff and delicious breakfast. "
The price is Rp2.965.427
Rp3.232.315 total
includes taxes & fees
4 Sept - 5 Sept
And. N B&B
The Jeremiah Mason House B & B
Comfort Single Room, Non Smoking (Room 1, Second Floor) | 1 bedroom, individually decorated, individually furnished

The Jeremiah Mason House B & B

3.0 star property
9.6 out of 10, Exceptional, (46)
"Great charming place to stay"
The price is Rp2.948.036
Rp3.213.359 total
includes taxes & fees
20 Aug - 21 Aug
The Jeremiah Mason House B & B
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (175)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
The price is Rp4.911.819
Rp5.353.879 total
includes taxes & fees
29 Aug - 30 Aug
The James Place Inn B&B
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (134)
"Quaint stay. Enjoyed our stay. "
The price is Rp3.405.191
Rp3.711.594 total
includes taxes & fees
31 Aug - 1 Sept
The Kendall Inn
The Orchard House & Cafe
Front of property – evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (151)
"The place was perfect"
The price is Rp3.378.513
Rp3.682.579 total
includes taxes & fees
31 Aug - 1 Sept
The Orchard House & Cafe
The Perkins House
Suite (The Carriage) | View from room

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (105)
"Wonderful stay "
The Perkins House
Noble House Inn
Porch

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (92)
"You won't be sorry you stayed here! Clean, easy check-in, Great Breakfast, etc."
The price is Rp2.086.302
Rp2.274.037 total
includes taxes & fees
18 Sept - 19 Sept
Noble House Inn
The Munroe Inn
Courtyard view

The Munroe Inn

3.5 star property
9.2 out of 10, Wonderful, (63)
"We had a lovely stay and were very comfortable."
The price is Rp2.975.096
Rp3.242.855 total
includes taxes & fees
31 Aug - 1 Sept
The Munroe Inn
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is Rp4.843.202
Rp5.279.090 total
includes taxes & fees
20 Aug - 21 Aug
Brewster House Bed & Breakfast
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (440)
"Great location and hospitality."
The price is Rp3.217.631
Rp3.507.218 total
includes taxes & fees
29 Aug - 30 Aug
Candlebay Inn
Inn at St John Portland In-Town
Front of property – evening/night

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1063)
"Quaint and fun old style place to stay. "
The price is Rp2.247.491
Rp2.449.765 total
includes taxes & fees
28 Aug - 29 Aug
Inn at St John Portland In-Town
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (115)
"Loved the place "
The price is Rp6.932.744
Rp7.556.691 total
includes taxes & fees
2 Sept - 3 Sept
Blind Tiger Portland – Carleton Street
Blind Tiger Portland - Danforth Street.
Baxter | 1 bedroom, premium bedding, individually decorated

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
The price is Rp5.804.671
Rp6.327.091 total
includes taxes & fees
26 Aug - 27 Aug
Blind Tiger Portland - Danforth Street.
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

Comfort Inn Airport

Comfort Inn Airport

10/10 Excellent
"Good quality at a good price"
David 2-night trip
Posted 7 hours ago
Comfort Inn Airport

Frequently asked questions

Searching for B&Bs in Windham?
If you're hoping for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your holiday. When you want to explore some attractions in town, Little Sebago Lake and Sebago Lake are worth a stop.
Are you interested in an apartment instead of a traditional hotel?
With attentive service, opportunities to mingle with other guests and tasty breakfasts, B&Bs provide a unique 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 city centre. Enjoy the outdoor pool and unique decor. 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 decor. The Orchard House & Cafe: 5 rooms. 17.3 mi (27.9 km) from the city centre. 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Windham are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Windham?
Travellers 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 should 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, ME (PWM-Portland Intl. Jetport), which is located 8.9 mi (14.3 km) away. Otherwise, look 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 a rental car for your journey.