A sunset over a lake surrounded by dense forests and a distant shoreline.

Bed and Breakfast in Long Island

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Long Island bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,160 reviews)
"It was a cool place to stay. Plenty of space in the room. Would stay here again."
United States
Steven
The price is NZ$147
includes taxes & fees
25 Oct - 26 Oct
Inn at St John Portland In-Town
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

2. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (495 reviews)
"Great stay in a historic home."
United States
Richard
The price is NZ$278
includes taxes & fees
1 Nov - 2 Nov
Candlebay Inn
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

3. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (135 reviews)
"Fantastic property, full of character in a great location. Walkable location, we will be back next time we are in Portland."
United States
Ryan
The price is NZ$476
includes taxes & fees
1 Nov - 2 Nov
Blind Tiger Portland – Carleton Street
Exterior

4. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is NZ$425
includes taxes & fees
1 Nov - 2 Nov
West End Collection at 146 Pine
A covered porch with white railings and a view of a well-maintained lawn and pathway.

5. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (164 reviews)
"I really enjoyed The Kendall Inn. Elegant and comfortable, super clean rooms, friendly staff and delicious breakfasts (and home baked cookies in the evening). Definitely would love to stay there again"
United States
Katherine
The price is NZ$376
includes taxes & fees
1 Nov - 2 Nov
The Kendall Inn
A garden with a stone wall, various plants, and flowers.

6. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (148 reviews)
"A wonderful experience with Jim and Linda. Fantastic breakfast every morning, in the cutest old house just outside of the city. Definitely recommend!"
United States
Tyler
The price is NZ$462
includes taxes & fees
13 Oct - 14 Oct
Fleetwood House Bed & Breakfast
A black front door with a light fixture above it, flanked by two potted evergreen trees.

7. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (184 reviews)
"Great place"
United States
Mark
The price is NZ$408
includes taxes & fees
21 Oct - 22 Oct
The Orchard House: Inn & Cafe
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

8. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (198 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
The price is NZ$512
includes taxes & fees
9 Nov - 10 Nov
Blind Tiger Portland - Danforth Street.
A house with a sign for The James Place Inn, indicating a vacancy.

9. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (195 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is NZ$487
includes taxes & fees
9 Nov - 10 Nov
The James Place Inn B&B
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

10. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,005 reviews)
"Really nice hotel"
United States
James
The price is NZ$245
includes taxes & fees
13 Oct - 14 Oct
Old Orchard Beach Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

11. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is NZ$500
includes taxes & fees
14 Oct - 15 Oct
The Nicholson Inn
A kitchen with a wooden table, bench, and a fireplace.

12. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is NZ$415
includes taxes & fees
1 Nov - 2 Nov
Experience the History of Portland - The Hope Island Room
A bedroom with a large bed, a wooden wardrobe, and a bench.

13. The Diamond Island Suite - Suite in Historic Home

The Diamond Island Suite - Suite in Historic Home
West End
The price is NZ$480
includes taxes & fees
1 Nov - 2 Nov
The Diamond Island Suite - Suite in Historic Home
A dining area with a round table, six chairs, and a floral centerpiece.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is NZ$546
includes taxes & fees
1 Nov - 2 Nov
Experience the History of Portland - The Hope Island Room
An outdoor dining setup with a table set for two, featuring candles, glassware, and a vase of flowers.

15. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
The price is NZ$701
includes taxes & fees
1 Nov - 2 Nov
Experience the History of Portland - Two Room Suite w/Private Bath
A staircase with a wooden handrail and black steps, leading to a room with patterned wallpaper and a chandelier.

16. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is NZ$860
includes taxes & fees
8 Nov - 9 Nov
The Loft - private suite in historic home
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

8/10 Good
"Too many people in the pool"
Aaron 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Portland

Find out more about Long Island

Long Island B&B information

Number of reviews
2,629
Accommodation
23 B&B
Lowest Price
NZ$147
Highest Price
NZ$860

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 - Danforth Street.: 9 rooms. Situated 5.2 mi (8.3 km) from the heart of Long Island. The Orchard House: Inn & Cafe: 5 rooms. 13.7 mi (22 km) from the city centre. Blind Tiger Portland – Carleton Street: 6 rooms. Located 5.5 mi (8.8 km) from the core of Long Island. Enjoy the unique decor and patio area.
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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