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Check prices for these dates

Compare 36 B&B in Windham with updated reviews, rates, and availability.

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1019)
"Quiet and pleasant."
The price is SAR 300
SAR 327 total
includes taxes & fees
6 Apr - 7 Apr
Inn at St John Portland In-Town

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Amazing location, so much beauty and charm at this inn. Have stayed twice and can’t wait to return!"
The price is SAR 597
SAR 650 total
includes taxes & fees
6 Apr - 7 Apr
Old Orchard Beach Inn

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (143)
"Love The Blind Tiger. Fantastic accommodations, lovely staff. Can't wait to go back!"
The price is SAR 1,163
SAR 1,268 total
includes taxes & fees
7 Apr - 8 Apr
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (110)
"One of the best hotel/bnb experiences I’ve had in my past year of travels. Would recommend to anyone going to Maine. "
Blind Tiger Portland – Carleton Street

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (58)
"It's winter, house has central and each room has a split heatpump soooo nice and comfy. Located on not-so-traveled road yet central to village makes it pretty quiet. Definitely Dog Lovers - pet friendly ice-melt/couple waste bags/bowls/mat/doggy bed!!!! Thanks "
The price is SAR 415
SAR 452 total
includes taxes & fees
20 Apr - 21 Apr
And. N B&B

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is SAR 626
SAR 683 total
includes taxes & fees
6 Apr - 7 Apr
The Orchard House & Cafe

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (84)
"I liked how welcoming the owners were "
The price is SAR 689
SAR 751 total
includes taxes & fees
14 Apr - 15 Apr
Noble House Inn

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is SAR 709
SAR 773 total
includes taxes & fees
6 Apr - 7 Apr
West End Inn

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"This bed and breakfast was absolutely charming. The common space was well equipped with all types of entertainment, puzzles, games, tea/coffee, and a self service honor system minibar. The full breakfast was delicious with plenty of options and the hosts seem to really enjoy sharing their home. The bedroom and bathroom were spotless and comfortable. We will definitely recommend this bed and breakfast."
The price is SAR 775
SAR 844 total
includes taxes & fees
6 Apr - 7 Apr
The Kendall Inn

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (420)
"Room was equipped with sprinklers and other fire safety items. Owner graciously welcomed us."
The price is SAR 578
SAR 630 total
includes taxes & fees
6 Apr - 7 Apr
Candlebay Inn

The Jeremiah Mason House B & B

3.0 star property
9.6 out of 10, Exceptional, (43)
"The homemade breakfast was wonderful and the host is very nice. "
The price is SAR 683
SAR 744 total
includes taxes & fees
6 Apr - 7 Apr
The Jeremiah Mason House B & B

Lakeview Inn

3.5 star property
9.2 out of 10, Wonderful, (46)
"Nice staff, ample parking, nice room. Conveniently located. Breakfast and coffee was great. Bed is very comfortable. "
The price is SAR 904
SAR 985 total
includes taxes & fees
13 Apr - 14 Apr
Lakeview Inn

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Adorably decorated place and friendly service "
The price is SAR 597
SAR 650 total
includes taxes & fees
9 Apr - 10 Apr
The Perkins House

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is SAR 859
SAR 936 total
includes taxes & fees
6 Apr - 7 Apr
Fleetwood House Bed & Breakfast

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (171)
"This B and B was outstanding for attention to detail, immaculate condition and cleanliness. Their breakfast was delicious with a start of fresh fruit and scones, and a great breakfast burrito that day. A short walk to LLBean, it’s near all the attractions in Freeport. The hosts were very friendly and accommodating. It was a real pleasure to stay there!"
The price is SAR 979
SAR 1,068 total
includes taxes & fees
6 Apr - 7 Apr
The James Place Inn B&B

Wolf Cove Inn

3.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
The price is SAR 822
SAR 896 total
includes taxes & fees
6 Apr - 7 Apr
Brewster House Bed & Breakfast

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn

The Munroe Inn

3.5 star property
9.0 out of 10, Wonderful, (61)
"This is a great historic home. The owner was very friendly and kind. Only complaints were no tissue in the bathroom, and house was quite cold."
The price is SAR 582
SAR 635 total
includes taxes & fees
6 Apr - 7 Apr
The Munroe Inn

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"The Innkeepers were friendly and wonderful communicators. Breakfast was DELICIOUS! The rooms were cozy and the area was easy to commute on foot"
The Chadwick Bed & Breakfast
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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Other property types in Windham

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (50)
"Checkin might be a bit tricky if you’re parking - need to check in first by pulling up somewhere first before driving into the lot. But otherwise great property and very nice! Light sleepers should also bring earplugs as it gets loud with the outside noise"
The price is SAR 613
SAR 950 total
includes taxes & fees
29 Apr - 30 Apr
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (103)
"Loved the property, location and views"
Gorgeous ocean-front home with stunning beach views

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is SAR 469
SAR 1,026 total
includes taxes & fees
7 Apr - 8 Apr
Oceanfront Condo! Spectacular Views From Private Large Balcony
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.

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. Fleetwood House Bed & Breakfast: 3 rooms. 7.9 mi (12.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. And. N B&B: 3 rooms. Located 9.4 mi (15.1 km) from the core of Windham. Enjoy the free cooked breakfast and unique décor.
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 Maine Wildlife Park 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.