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

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Check prices for these dates

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

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, (1,164 reviews)
"It was a cool place to stay. Plenty of space in the room. Would stay here again."
United States
Steven
$89 nightly
The price is $97
Oct 29 - Oct 30
Total with taxes and fees
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, (496 reviews)
"Great stay in a historic home."
United States
Richard
$159 nightly
The price is $173
Nov 1 - Nov 2
Total with taxes and fees
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, (136 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
$252 nightly
The price is $275
Nov 8 - Nov 9
Total with taxes and fees
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
$219 nightly
The price is $239
Nov 1 - Nov 2
Total with taxes and fees
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
$210 nightly
The price is $229
Nov 1 - Nov 2
Total with taxes and fees
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
$238 nightly
The price is $260
Oct 18 - Oct 19
Total with taxes and fees
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
$226 nightly
The price is $246
Oct 19 - Oct 20
Total with taxes and fees
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, (199 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
$293 nightly
The price is $319
Nov 1 - Nov 2
Total with taxes and fees
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, (196 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
$251 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
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, (1,000 reviews)
"Really nice hotel"
United States
James
$136 nightly
The price is $148
Oct 26 - Oct 27
Total with taxes and fees
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
$246 nightly
The price is $268
Oct 22 - Oct 23
Total with taxes and fees
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
$211 nightly
The price is $230
Nov 1 - Nov 2
Total with taxes and fees
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
$253 nightly
The price is $276
Nov 1 - Nov 2
Total with taxes and fees
The Diamond Island Suite - Suite in Historic Home
A bedroom with a large bed, a bench, a dresser, and a patterned rug.

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

Experience the History of Portland - The Hope Island Room
West End
$283 nightly
The price is $308
Nov 1 - Nov 2
Total with taxes and fees
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
$361 nightly
The price is $393
Nov 1 - Nov 2
Total with taxes and fees
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
$445 nightly
The price is $485
Nov 8 - Nov 9
Total with taxes and fees
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"The weight room and Spa was open both times when I went into it it was very nice"
DANA 2-night trip
Posted 1 hour ago
Fireside Inn & Suites Portland

Find out more about Long Island

Long Island B&B information

Number of reviews
2,429
Accommodation
23 B&B
Lowest Price
$97
Highest Price
$485

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Long Island?
Prices for B&Bs in Long Island often vary, but you can find a great deal from $97 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Long Island 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.
When is the best time to book a Bed & Breakfast in Long Island?
The best time to book a B&B in Long Island is during the summer months, particularly from June to August. This is when the island truly comes alive, with travelers flocking to its beautiful beaches, charming villages, and vibrant events. The warm weather, typically ranging from the mid-70s to low 80s Fahrenheit, makes it ideal for outdoor activities such as beach outings, wine tasting in the North Fork, and exploring the scenic coastal trails.

July stands out as the most popular month, offering a lively atmosphere filled with festivals, farmers' markets, and the much-anticipated fireworks displays. Visitors can enjoy long days of sunshine and take part in various water sports, making it a superb time for travelers.

For those looking for a more budget-friendly option, consider visiting in November. This month, while quieter, allows for a great experience as visitors can enjoy the fall foliage and explore the local vineyards during the harvest season. The crisp air and fewer crowds provide a relaxed atmosphere for enjoying the island's natural beauty.
What is the difference between a Long Island Bed & Breakfast and a hotel?
Every Long Island 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 Long Island B&Bs.

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