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 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (1,170 reviews)
"Great location . Staff was awesome"
United States
Shad
$98 nightly
The price is $107
Nov 4 - Nov 5
Total with taxes and fees
Inn at St John Portland In-Town
A garden with a stone wall, various plants, and flowers.

2. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (148 reviews)
"Breakfast was wonderful!"
United States
Karen
$238 nightly
The price is $260
Oct 27 - Oct 28
Total with taxes and fees
Fleetwood House Bed & Breakfast
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (497 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
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
$212 nightly
The price is $231
Nov 1 - Nov 2
Total with taxes and fees
West End Collection at 146 Pine
A four-poster bed with a chandelier, a bedside table with books, and a view of a brick building through the windows.

5. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (201 reviews)
"Place was charming and quirky. Very comfortable and well located."
United States
Mary
$244 nightly
The price is $266
Nov 17 - Nov 18
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
A well-lit living room with a fireplace, comfortable seating, and a large mirror.

6. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
$203 nightly
The price is $221
Nov 17 - Nov 18
Total with taxes and fees
Blind Tiger Portland – Carleton Street
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
$203 nightly
The price is $221
Nov 4 - Nov 5
Total with taxes and fees
The Orchard House: Inn & Cafe
A covered porch with white railings and a view of a well-maintained lawn and pathway.

8. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (166 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
$176 nightly
The price is $192
Nov 24 - Nov 25
Total with taxes and fees
The Kendall Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

9. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 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
Nov 16 - Nov 17
Total with taxes and fees
The Nicholson Inn
A house with a sign for The James Place Inn, indicating a vacancy.

10. 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 long dining table set for a meal with multiple chairs, candles, and decorative centerpieces.

11. 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
$197 nightly
The price is $215
Nov 1 - Nov 2
Total with taxes and fees
Experience the History of Portland - The Hope Island Room
A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

12. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,003 reviews)
"Really nice hotel"
United States
James
$136 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Old Orchard Beach Inn
A long dining table set for a meal with multiple chairs, candles, and decorative centerpieces.

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

Experience the History of Portland - The Hope Island Room
West End
$268 nightly
The price is $292
Nov 1 - Nov 2
Total with taxes and fees
Experience the History of Portland - The Hope Island Room
A spacious kitchen with a large wooden table, a built-in stove, and a fireplace.

14. 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 staircase with a wooden handrail and black steps, leading to a room with patterned wallpaper and a chandelier.

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 two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

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

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Room was clean and staff was very friendly."
Christina 1-night trip
Posted 9 hours ago
Clarion Pointe South Portland

Find out more about Long Island

Long Island B&B information

Number of reviews
937
Accommodation
29 B&B
Lowest Price
$107
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 $107 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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