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Check prices for these dates

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

Our top choices for Long Island bed & breakfast

Family Suite | Individually decorated, free WiFi
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
The price is AED 385
AED 420 total
includes taxes & fees
12 Jan - 13 January 2026
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
The price is AED 294
AED 320 total
includes taxes & fees
14 Dec - 15 Dec
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
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
The price is AED 566
AED 617 total
includes taxes & fees
13 Dec - 14 Dec
Candlebay Inn
Interior entrance
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
The price is AED 615
AED 670 total
includes taxes & fees
1 Jan - 2 January 2026
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
The price is AED 657
AED 716 total
includes taxes & fees
4 Jan - 5 January 2026
Brewster House Bed & Breakfast
Exterior detail
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
The price is AED 841
AED 917 total
includes taxes & fees
18 Dec - 19 Dec
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
The price is AED 775
AED 845 total
includes taxes & fees
4 Jan - 5 January 2026
Blind Tiger Portland - Danforth Street.
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
The price is AED 742
AED 809 total
includes taxes & fees
11 Jan - 12 January 2026
Blind Tiger Portland – Carleton Street
Front of property
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
The price is AED 802
AED 874 total
includes taxes & fees
6 Jan - 7 January 2026
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Easy parking"
Elizabeth 1-night trip
Posted 19 hours ago
Holiday Inn Portland-By the Bay by IHG

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.