Search B&B in Windham

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 32 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, (1027)
"Always a nice stay :) the only place I stay in Portland "
The price is AED 294
AED 320 total
includes taxes & fees
20 Feb - 21 Feb
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 AED 657
AED 717 total
includes taxes & fees
20 Feb - 21 Feb
Old Orchard Beach Inn

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (141)
"Love The Blind Tiger. Fantastic accommodations, lovely staff. Can't wait to go back!"
The price is AED 819
AED 893 total
includes taxes & fees
2 Mar - 3 Mar
Blind Tiger Portland - Danforth Street.

Atlantic Birches Inn

2.5 star property
9.4 out of 10, Exceptional, (343)
"-Had been taken over by Old Orchard Inn, we were not notified. Wifi for Atlantic Birches did not work (ever), no one in the inn to ask questions of, even during the day. -No breakfast in the inn, had to walk down the street to Old Orchard Inn with wet hair for what was a woeful breakfast. First morning was kid's cereal (literally only choice), stale bagels, hard boiled eggs, bad coffee. Another guest told us about yogurt (all sweet) in a small refridg. No one ever came into the dining room to...
Atlantic Birches Inn

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 AED 841
AED 917 total
includes taxes & fees
20 Feb - 21 Feb
Fleetwood House Bed & Breakfast

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 AED 547
AED 597 total
includes taxes & fees
21 Feb - 22 Feb
Candlebay Inn

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (109)
"Charming place to stay. "
The price is AED 938
AED 1,022 total
includes taxes & fees
11 Mar - 12 Mar
Blind Tiger Portland – Carleton Street

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (58)
"Nice place, cute little town"
The price is AED 415
AED 452 total
includes taxes & fees
5 Mar - 6 Mar
And. N B&B

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (88)
"Truly wonderful staff and space. The breakfasts offered are also phenomenal."
The price is AED 694
AED 757 total
includes taxes & fees
20 Feb - 21 Feb
West End Inn

The Perkins House

3.0 star property
9.8 out of 10, Exceptional, (103)
"Adorably decorated place and friendly service "
The price is AED 517
AED 563 total
includes taxes & fees
24 Feb - 25 Feb
The Perkins House

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 AED 422
AED 460 total
includes taxes & fees
20 Feb - 21 Feb
The Munroe Inn

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. "
Lakeview Inn

Noble House Inn

3.5 star property
9.8 out of 10, Exceptional, (82)
"When we arrived clear instructions were waiting for us. We helped ourselves to our room without a problem. The property is clean, quiet and inviting. "
The price is AED 534
AED 582 total
includes taxes & fees
20 Feb - 21 Feb
Noble House Inn

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is AED 613
AED 668 total
includes taxes & fees
20 Feb - 21 Feb
The Orchard House & Cafe

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

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (121)
"What a fantastic stay!"
The price is AED 655
AED 714 total
includes taxes & fees
20 Feb - 21 Feb
The Kendall 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 AED 768
AED 837 total
includes taxes & fees
21 Feb - 22 Feb
Brewster 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 AED 757
AED 825 total
includes taxes & fees
20 Feb - 21 Feb
The James Place Inn B&B

Wolf Cove Inn

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

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
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.
Don't see what you're looking for?
See all available properties in Windham
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windham

Lakefront House

10.0 out of 10, Exceptional, (23)
"The house was clean and welcoming. The hosts were quick to respond to questions. It would be remarkable in the warm months, so you could enjoy the lake! "
The price is AED 588
AED 2,678 total
includes taxes & fees
24 Feb - 25 Feb
Lakefront House

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is AED 534
AED 582 total
includes taxes & fees
4 Mar - 5 Mar
The Weldon Hotel

Lakefront House with Private Sandy Beach

9.8 out of 10, Exceptional, (26)
"I would have given this property 5 stars except for the sketchy kitchen equipment. When traveling with pets it is often difficult to go out to eat. Therefore we made three meals a day and wished for 1)a toaster oven 2)electric kettle and 3) more hot pads, kitchen towels, and spatulas"
Lakefront House with Private Sandy Beach
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, 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. 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. The Orchard House & Cafe: 5 rooms. Located 17.3 mi (27.9 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 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 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 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.