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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation
Exterior
Harpswell Inn
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice country inn, beautiful views. best wishes for the new ownwers."
Harpswell Inn
Property grounds
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (165)
"I had a lovely stay at the James Inn; the hosts were great and the breakfast was delicious!! Anne"
The price is HK$2,274
HK$2,479 total
includes taxes & fees
22 May - 23 May
The James Place Inn B&B
Dock
Wolf Cove Inn
3.0 star property
10.0 out of 10, Exceptional, (1)
Wolf Cove Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
1 bedroom, WiFi
Guest room with private bath and gourmet breakfast served daily
10.0 out of 10, Exceptional, (4)
"Book with the property (online or call) to avoid extra charges! John and Loretta are amazing people and inn keepers. The breakfast is delicious and the house itself is styled as it would have been almost 100 years ago. 10/10, we will be back! Thank you!"
Guest room with private bath and gourmet breakfast served daily
Iron/ironing board, WiFi, bed sheets
Private suite...entire 3rd floor.
10.0 out of 10, Exceptional, (1)
"This was a great stay and experience in a Victorian style home! Loved the home and all the amenities and would recommend to others!! Kelley was a great host!!"
Private suite...entire 3rd floor.
Exterior
Inn at Park Spring
3.5 star property
10.0 out of 10, Exceptional, (48)
"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "
Inn at Park Spring
Living area
Blind Tiger Portland – Carleton Street
3.5 star property
9.8 out of 10, Exceptional, (98)
"Best place to stay in Portland! The decor, service and location are awesome, this is my second time staying here!"
The price is HK$1,537
HK$1,675 total
includes taxes & fees
27 May - 28 May
Blind Tiger Portland – Carleton Street
Front of property
And. N B&B
2.0 star property
9.8 out of 10, Exceptional, (28)
"We enjoyed our overnight stay. The young owners were gracious and interesting to talk with. We would have liked to have directions printed out for use of the TV and heating/cooling system in our room. The bed was comfortable and the entire place was very clean. Breakfast was prepared well and very tasty. Very enjoyable stay."
The price is HK$1,557
HK$1,698 total
includes taxes & fees
22 May - 23 May
And. N B&B
Exterior
The Chadwick Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (38)
"Great location for seeing Portland. "
The price is HK$1,396
HK$1,522 total
includes taxes & fees
27 May - 28 May
The Chadwick Bed & Breakfast
View from room
The Perkins House
3.0 star property
9.8 out of 10, Exceptional, (85)
"The room was very comfortable, quiet and clean. There is a shared bathroom for the floor, which was fine for us since only one other room was occupied. (I don’t know how that goes when the inn is full.) We did not take advantage of any of the other common areas (living room w/TV, sitting room). The entire house is beautifully decorated in the Victorian style, with lots of furniture, busy wallpaper, and decorative items on the shelves, dressers and side tables. It looked great, but I was afraid...
The price is HK$1,160
HK$1,265 total
includes taxes & fees
24 May - 25 May
The Perkins House
Porch
Noble House Inn
3.5 star property
9.8 out of 10, Exceptional, (75)
"Wonderful place, beautiful setting, convenient to town. Lovely breakfast!"
The price is HK$1,234
HK$1,345 total
includes taxes & fees
26 May - 27 May
Noble House Inn
Exterior
Brewster House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (105)
"The breakfasts are to die for. Freeport is a lovely place and easy to walk into from Brewster’s. Kelleigh and Dave are so welcoming. Would love to go back."
The price is HK$2,324
HK$2,533 total
includes taxes & fees
22 May - 23 May
Brewster House Bed & Breakfast
Street view
PineCrest Inn
4.0 star property
9.8 out of 10, Exceptional, (98)
"Our stay at the Pinecrest was wonderful. We would highly recommend staying and plan to visit again. The breakfasts were fantastic. The service was just right. We were very comfortable. Kathy was the perfect host!"
PineCrest Inn
1 bedroom, desk, iron/ironing board, WiFi
B&B 1Queen sleeps 2. Owner occupied
9.8 out of 10, Exceptional, (25)
"Cath and Scott were fantastic hosts. This was a true bed and breakfast stay. We had a good room and even better food. They were very pleasant and accommodating. We would absolutely stay with them again just for the cooking alone. The bananas foster and homemade bagels were the best!"
B&B 1Queen sleeps 2. Owner occupied
Exterior
Kendall Tavern Inn
3.5 star property
9.8 out of 10, Exceptional, (121)
"What a fantastic stay!"
Kendall Tavern Inn
Porch
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (379)
"Very friendly host. The Inn is lovely. "
The price is HK$1,513
HK$1,649 total
includes taxes & fees
22 May - 23 May
Candlebay Inn
Front of property – evening/night
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (99)
"We had an amazing stay at The Orchard House. The pictures do not do it justice. It is beautiful and special. We stayed in the Library Room. Very unique and spacious for 2 people. I am in love with the bed/mattress! The light breakfast served (coffee/tea, cereal, boiled eggs, juice, toast.etc) was perfect and a great way to start the day. The owner Bill (and his Mom Lynn owner of the vintage shop Folly) are fabulous. And the dogs, Bingo and Bay are the icing on the cake. Would definitely...
The price is HK$1,711
HK$1,865 total
includes taxes & fees
9 Jun - 10 Jun
The Orchard House & Cafe
Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (114)
"Perfect stay for a weekend getaway!!"
The price is HK$2,034
HK$2,218 total
includes taxes & fees
28 May - 29 May
Blind Tiger Portland - Danforth Street.
Individually decorated, individually furnished, iron/ironing board
West End Inn
3.0 star property
9.6 out of 10, Exceptional, (75)
"We stayed for a get a way weekend . Breakfast each morning was wonderful. Plenty of parking right in front of inn . We walked all over town. It was the weekend of the eclipse and we did not have glasses but Milan so graciously gave us extras he had . Wonderful host "
The price is HK$2,098
HK$2,287 total
includes taxes & fees
27 May - 28 May
West End Inn
Front of property
The Jeremiah Mason House B & B
3.0 star property
9.6 out of 10, Exceptional, (37)
"My mom and I had a small weekend getaway in Limerick, Maine. The reason for our trip, was to attend a maple syrup weekend event at Hilltop Boilers and hike on Sawyer Mountain. After doing research for a hotel stay, we decided to stay at The Jeremiah Mason Bed and Breakfast. I want to say that our stay was the highlight of the trip! The minute we walked in, Valerie treated us like we were family. She explained all the features of the inn, and asked us what we wanted for breakfast and if we had...
The price is HK$1,348
HK$1,470 total
includes taxes & fees
22 May - 23 May
The Jeremiah Mason House B & B
Don't see what you're looking for?
See all available properties in Windham
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.

Other property types in Windham

Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Property grounds
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.4 out of 10, Very good, (21)
"The house was really great - plenty of room and a nice and serene. Older house with squeaky and uneven floors but the decor and some modern makeovers made it have great character! Communicating with property manager was very easy and we got prompt responses. The only thing worth mentioning that needs attention is the little bridge to go over to get to the driveway. Luckily we have a higher car but anyone with a regular sedan would have bottomed out and/or possibly got stuck. I’m sure it was...
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
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.

Windham B&B information

Number of reviews
3,589
Accommodation
27 B&B
Lowest Price
HK$694
Highest Price
HK$2,324

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: 18 rooms. 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. Candlebay Inn: 6 rooms. 16.4 mi (26.4 km) from the city centre. Enjoy the free full breakfast and in-room dining. 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, April, March and February, with each month seeing an average of 24 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.

Recent Hotel Reviews in Windham
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

5/5 Excellent
"Shower head in room 403 needs a wench. Was spraying water from around pipe"
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Portland
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Portland