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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept
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, (1038)
"Quaint and fun old style place to stay. "
The price is HK$1,091
HK$1,189 total
includes taxes & fees
1 Sept - 2 Sept
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very good, (1007)
"This historic inn was just what we wanted for our stay in OOB. "
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
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 HK$2,897
HK$3,157 total
includes taxes & fees
27 Aug - 28 Aug
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (120)
"We had a great time! The breakfast was wonderful! "
The price is HK$1,798
HK$1,959 total
includes taxes & fees
11 Aug - 12 Aug
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Front of property – evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
The price is HK$1,640
HK$1,788 total
includes taxes & fees
10 Aug - 11 Aug
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Living area

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
The price is HK$3,408
HK$3,715 total
includes taxes & fees
3 Sept - 4 Sept
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Outdoor dining

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"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 HK$2,385
HK$2,599 total
includes taxes & fees
4 Aug - 5 Aug
The James Place Inn B&B
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (65)
"Great breakfast with perfect homefries. Personable friendly hosts. Near town but wooded quiet sitting area out back. "
The price is HK$1,382
HK$1,507 total
includes taxes & fees
17 Aug - 18 Aug
And. N B&B
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 HK$2,347
HK$2,558 total
includes taxes & fees
6 Aug - 7 Aug
Brewster House Bed & Breakfast
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"Quaint stay. Enjoyed our stay. "
The price is HK$1,653
HK$1,802 total
includes taxes & fees
4 Aug - 5 Aug
The Kendall Inn
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 HK$1,011
HK$1,102 total
includes taxes & fees
2 Sept - 3 Sept
Noble House Inn
The Perkins House
View from room

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Wonderful stay "
The price is HK$1,239
HK$1,351 total
includes taxes & fees
5 Aug - 6 Aug
The Perkins House
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (432)
"Connie was extremely helpful and welcoming. The breakfast casserole, as many others have stated, was delicious. The room and bathroom were amply sized for our needs. We would stay here again!"
The price is HK$1,562
HK$1,703 total
includes taxes & fees
5 Aug - 6 Aug
Candlebay Inn
The Munroe Inn
Courtyard view

The Munroe Inn

3.5 star property
9.0 out of 10, Wonderful, (62)
"We had a lovely stay and were very comfortable."
The price is HK$1,444
HK$1,574 total
includes taxes & fees
4 Aug - 5 Aug
The Munroe Inn
West End Inn
Exterior

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
The price is HK$2,504
HK$2,729 total
includes taxes & fees
1 Sept - 2 Sept
West End Inn
Lakeview Inn
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
The Jeremiah Mason House B & B
1 bedroom, individually decorated, individually furnished

The Jeremiah Mason House B & B

3.0 star property
9.6 out of 10, Exceptional, (45)
"Great charming place to stay"
The price is HK$1,429
HK$1,557 total
includes taxes & fees
4 Aug - 5 Aug
The Jeremiah Mason House B & B
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
Wolf Cove Inn
Sauna

Wolf Cove Inn

4.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn
Picturesque bed and breakfast, nestled in the foothills of the white mountains.
Exterior detail

Picturesque bed and breakfast, nestled in the foothills of the white mountains.

10.0 out of 10, Exceptional, (1)
"The property is well maintained. The room was comfortable and tastefully decorated. The hostess was accommodating and helpful"
Picturesque bed and breakfast, nestled in the foothills of the white mountains.
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

Old Orchard Beach Inn

Old Orchard Beach Inn

10/10 Excellent
"Absolutely gorgeous! Close to everything! Super clean! "
JILL 4-night trip
Posted 16 hours ago
Old Orchard Beach Inn

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.