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12 Dec - 14 Dec
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Featured 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, (1136)
"Close to my family."
United States
sharon
The price is AU$132
includes taxes & fees
9 Dec - 10 Dec
Inn at St John Portland In-Town
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 AU$182
includes taxes & fees
21 Dec - 22 Dec
And. N B&B
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
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 AU$276
includes taxes & fees
1 Jan - 2 Jan 2026
The Kendall Inn
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 AU$378
includes taxes & fees
6 Dec - 7 Dec
Fleetwood House Bed & Breakfast
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 AU$254
includes taxes & fees
10 Dec - 11 Dec
Candlebay 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 AU$345
includes taxes & fees
7 Dec - 8 Dec
Brewster House Bed & Breakfast
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 AU$348
includes taxes & fees
4 Jan - 5 Jan 2026
Blind Tiger Portland – Carleton Street
Baxter
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 star property
West End
9.6 out of 10, Exceptional, (166)
"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 AU$370
includes taxes & fees
16 Dec - 17 Dec
Blind Tiger Portland - Danforth 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 AU$360
includes taxes & fees
16 Dec - 17 Dec
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

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

10/10 Excellent
"Super great hotel specially if you’re visiting with a pet and it’s in a great location as well. The only think i didn’t like is the breakfast options are a tad too expensive. "
Carol 1-night trip
Posted 1 day ago
Aloft Portland Downtown Waterfront ME

Find out more about Long Island

Long Island B&B information

Number of reviews
3,494
Accommodation
24 B&B
Lowest Price
AU$132
Highest Price
AU$378

Frequently asked questions

Searching for B&Bs in Long Island?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be a great option for your getaway.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to socialise with other guests and hearty breakfasts, B&Bs provide a unique 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 city centre. Enjoy the outdoor pool and unique decor. Blind Tiger Portland – Carleton Street: 6 rooms. Situated 5.5 mi (8.8 km) from the heart of Long Island. Enjoy the unique decor and patio area. The Orchard House: Inn, Ice Cream, Cafe: 5 rooms. 13.7 mi (22 km) from the city centre. 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 trip to Long Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Long Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
How can I get to and around Long Island?
You can plan your excursions in and around Long Island ahead of time with these transportation options. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 7.4 mi (11.9 km) away. Otherwise, look for flights into 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 a rental car for your journey.

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