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Dec 19 - Dec 21
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B&B in Long Island

Front of property - evening/night
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, (1140)
"Very fun place. Older, but we love historic buildings. Very lovely staff, appreciated the Tea/Coffee available all day and the breakfast was a nice plus."
United States
Maryann
The price is ￥12,426
￥13,544 total
includes taxes & fees
Dec 9 - Dec 10
Inn at St John Portland In-Town
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1000)
"A beautiful place to stay!!! First time at a B&B and it did not disappoint."
United States
Kristian
Old Orchard Beach Inn
Front of property
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
The price is ￥16,129
￥17,581 total
includes taxes & fees
Jan 8 - Jan 9, 2026
And. N B&B
Porch
Candlebay Inn

Candlebay Inn

3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
The price is ￥23,921
￥26,074 total
includes taxes & fees
Dec 9 - Dec 10
Candlebay Inn
Exterior
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
The price is ￥26,002
￥28,343 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Kendall Inn
Garden
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
The price is ￥32,464
￥35,386 total
includes taxes & fees
Dec 9 - Dec 10
Brewster House Bed & Breakfast
Property entrance
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
The price is ￥35,571
￥38,772 total
includes taxes & fees
Dec 9 - Dec 10
Fleetwood House Bed & Breakfast
Baxter | Premium bedding, individually decorated, individually furnished
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
The price is ￥34,173
￥37,249 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blind Tiger Portland - Danforth Street.
Stovall | Living area
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
The price is ￥31,663
￥34,512 total
includes taxes & fees
Dec 18 - Dec 19
Blind Tiger Portland – Carleton Street
Outdoor dining
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
The price is ￥33,921
￥36,973 total
includes taxes & fees
Dec 9 - Dec 10
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 Long Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"The staff was very pleasant and helpful. The room was clean. "
Deborah 1-night trip
Posted 2 days ago
Comfort Inn South Portland Airport

Find out more about Long Island

Long Island B&B information

Number of reviews
3,499
Accommodation
24 B&B
Lowest Price
￥13,544
Highest Price
￥38,772

Frequently asked questions

Searching for B&Bs in Long Island?
If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be the perfect alternative for your trip.
Why would you choose a B&B over a traditional hotel room?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best B&Bs in Long Island?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 5.8 mi (9.3 km) from the heart of Long Island.Old Orchard Beach Inn: 15.5 mi (24.9 km) from the downtown core. Enjoy the outdoor pool and unique décor. Blind Tiger Portland – Carleton Street: 6 rooms. Situated 5.5 mi (8.8 km) from the heart of Long Island. Enjoy the unique décor and patio area. The Orchard House: Inn, Ice Cream, Cafe: 5 rooms. 13.7 mi (22 km) from the heart of downtown.Blind Tiger Portland - Danforth Street.: 9 rooms. Located 5.2 mi (8.3 km) from the core of Long Island.
What's the best time of year to stay at a B&B in Long Island?
When you're dreaming of a stay in Long Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Long Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
How can I get to and around Long Island?
Mapping out your trip in and around Long Island is easy with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 7.4 mi (11.9 km) away from the heart of the city. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 25.9 mi (41.6 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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