20 Best B&B in Long Island, ME - Bed and Breakfast from AED 244

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

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

Valley Street

Darbi

AED 266 total

includes taxes & fees

22 Nov - 23 Nov

A black front door with a light fixture above it, flanked by two potted evergreen trees.

2. The Orchard House: Inn & Cafe

Freeport

Mark

AED 526 total

includes taxes & fees

3 Dec - 4 Dec

A two-story house with a red roof, a front porch, and a well-maintained lawn.

3. Candlebay Inn

Freeport

Richard

AED 573 total

includes taxes & fees

10 Nov - 11 Nov

4. West End Collection at 146 Pine

West End

Stephanie

AED 865 total

includes taxes & fees

17 Nov - 18 Nov

A well-lit living room with a fireplace, comfortable seating, and a large mirror.

5. Blind Tiger Portland – Carleton Street

West End

Samuel

AED 854 total

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with two wicker chairs and a small table, overlooking a brick building with ivy and a fire escape.

6. Blind Tiger Portland - Danforth Street.

West End

paul k

AED 897 total

includes taxes & fees

17 Nov - 18 Nov

A two-story house with a porch and a sign reading "Fleetwork House."

7. Fleetwood House Bed & Breakfast

Rosemont

caia

AED 954 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a balcony, a front porch, and a snow-covered landscape.

8. The Nicholson Inn

Freeport

alexandre

AED 912 total

includes taxes & fees

12 Nov - 13 Nov

A covered porch with white railings and a view of a well-maintained lawn and pathway.

9. The Kendall Inn

Freeport

Justin Terry

AED 665 total

includes taxes & fees

10 Dec - 11 Dec

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.

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

West End

Daniel

AED 745 total

includes taxes & fees

15 Nov - 16 Nov

A house with a sign for The James Place Inn, indicating a vacancy.

11. The James Place Inn B&B

Freeport

Kim

AED 1,003 total

includes taxes & fees

10 Nov - 11 Nov

A house with a porch, white railings, and hanging flower baskets.

12. Old Orchard Beach Inn

Old Orchard Beach

James

AED 560 total

includes taxes & fees

16 Nov - 17 Nov

13. Diamond Island | King Room with Private Ensuite

West End

AED 845 total

includes taxes & fees

10 Nov - 11 Nov

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

West End

AED 989 total

includes taxes & fees

15 Nov - 16 Nov

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

West End

AED 1,193 total

includes taxes & fees

10 Nov - 11 Nov

16. The Loft - private suite in historic home

West End

AED 1,790 total

includes taxes & fees

10 Nov - 11 Nov

View all properties

Learn more about Long Island

Just a ferry ride from Portland, this tranquil island offers pristine beaches and spectacular hiking trails along rugged coastlines. Explore the charming village center before catching breathtaking sunset views from the western shore where Casco Bay stretches toward the horizon.

See all hotels in Long Island

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

Top reviews in Long Island

Candlebay Inn

Freeport

10/10 Excellent

Sheree Lee

West End Collection at 146 Pine

West End

10/10 Excellent

Constance

Blind Tiger Portland – Carleton Street

West End

10/10 Excellent

Monica

Fleetwood House Bed & Breakfast

Rosemont

10/10 Excellent

C

The Nicholson Inn

Freeport

10/10 Excellent

David

The James Place Inn B&B

Freeport

10/10 Excellent

We booked a stay at the James Place Inn based on reviews that we read on a few travel sites. I can't even begin to express how well-deserved each and every one of those reviews actually is! Robin and Tori are incredible hosts, pleasant, friendly, easy to talk to, and made us feel right at home before we even got there! We drove up from NYC on a Friday afternoon and hit more traffic than we anticipated, so we called ahead to let the staff know we'd be late. Tori answered the phone and told us...

Sarah

Blind Tiger Portland - Danforth Street.

West End

10/10 Excellent

John

Inn at St John Portland In-Town

Valley Street

10/10 Excellent

Adela

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 - 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 heart of downtown.Blind Tiger Portland – Carleton Street: 6 rooms. Located 5.5 mi (8.8 km) from the core of Long Island. Enjoy the unique décor 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 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.

Search B&B in Long Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Long Island bed & breakfast

1. Inn at St John Portland In-Town

2. The Orchard House: Inn & Cafe

3. Candlebay Inn

4. West End Collection at 146 Pine

5. Blind Tiger Portland – Carleton Street

6. Blind Tiger Portland - Danforth Street.

7. Fleetwood House Bed & Breakfast

8. The Nicholson Inn

9. The Kendall Inn

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

11. The James Place Inn B&B

12. Old Orchard Beach Inn

13. Diamond Island | King Room with Private Ensuite

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

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

16. The Loft - private suite in historic home

Learn more about Long Island

Top reviews in Long Island

Candlebay Inn

10/10 Excellent

Frequently Asked Questions

Searching for B&Bs in Long Island?

Why would you choose a B&B over a traditional hotel room?

What are the best B&Bs in Long Island?

What's the best time of year to stay at a B&B in Long Island?

How can I get to and around Long Island?

Explore a world of travel with Expedia