Book Little Falls-South Windham Bed & Breakfast

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Little Falls-South Windham bed & breakfast

Front of property
And. N B&B

And. N B&B

And. N B&B
3.0 star property
Gray
9.8 out of 10, Exceptional, (77)
"Really lovely place and great hospitality from the owners!"
United States
Hunter
$104 nightly
The price is $114
Dec 31 - Jan 1, 2026
Total with taxes and fees
And. N B&B
Front of property - evening/night
Inn at St John Portland In-Town

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1139)
"Friendly helpful staff and a nice independent location "
United States
Robert
$80 nightly
The price is $87
Dec 14 - Dec 15
Total with taxes and fees
Inn at St John Portland In-Town
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1001)
"A beautiful place to stay!!! First time at a B&B and it did not disappoint."
United States
Kristian
$109 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
Old Orchard Beach Inn
Porch
Candlebay Inn

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
$154 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
Candlebay Inn
Exterior
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"Quaint stay. Enjoyed our stay. "
United States
Linda
$167 nightly
The price is $182
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Kendall Inn
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$179 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brewster House Bed & Breakfast
Property entrance
Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
$229 nightly
The price is $250
Dec 14 - Dec 15
Total with taxes and fees
Fleetwood House Bed & Breakfast
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (167)
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
$204 nightly
The price is $223
Jan 13 - Jan 14, 2026
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
Suite (The Carriage) | View from room
The Perkins House

The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (114)
"Fun, hospitable hosts. Helpful with ideas for our itinerary. Great breakfast. "
United States
John
$147 nightly
The price is $161
Dec 23 - Dec 24
Total with taxes and fees
The Perkins House
Comfort Single Room, Non Smoking (Room 1, Second Floor) | Individually decorated, individually furnished, iron/ironing board
The Jeremiah Mason House B & B

The Jeremiah Mason House B & B

The Jeremiah Mason House B & B
3.0 star property
Limerick
9.6 out of 10, Exceptional, (51)
"Excellent place to stay. Clean room and dining area, tasty breakfast, and very friendly host!"
United States
Kenneth
$189 nightly
The price is $205
Dec 14 - Dec 15
Total with taxes and fees
The Jeremiah Mason House B & B
Stovall | Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (120)
"Loved the place "
United States
Stephen
$180 nightly
The price is $196
Dec 22 - Dec 23
Total with taxes and fees
Blind Tiger Portland – Carleton Street
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
$218 nightly
The price is $238
Dec 14 - Dec 15
Total with taxes and fees
The James Place Inn B&B
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 Little Falls-South Windham Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Perfect location, great hospitality. "
Sebastian 2-night trip
Posted 22 hours ago
Portland Regency Hotel & Spa

Find out more about Little Falls-South Windham

Little Falls-South Windham B&B information

Number of reviews
3,653
Accommodation
29 B&B
Lowest Price
$87
Highest Price
$250

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Little Falls-South Windham?
Prices for B&Bs in Little Falls-South Windham often vary, but you can find a great deal from $87 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Little Falls-South Windham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Little Falls-South Windham B&B and a hotel?
Every Little Falls-South Windham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Little Falls-South Windham B&Bs.

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