20 Best B&B in Great Diamond Island, ME - Bed and Breakfast from ￥13,035

A calm sea with a sailboat and rocky coastline.

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Our top choices for Great Diamond 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

Tess

￥13,035 total

includes taxes & fees

Oct 29 - Oct 30

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

2. Blind Tiger Portland – Carleton Street

West End

Ryan

￥41,727 total

includes taxes & fees

Nov 1 - Nov 2

3. West End Collection at 146 Pine

West End

Stephanie

￥37,372 total

includes taxes & fees

Nov 4 - Nov 5

A garden with a stone wall, various plants, and flowers.

4. Fleetwood House Bed & Breakfast

Rosemont

Karen

￥40,992 total

includes taxes & fees

Oct 13 - Oct 14

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.

West End

Mary

￥45,414 total

includes taxes & fees

Nov 9 - Nov 10

A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

6. Candlebay Inn

Freeport

Richard

￥24,629 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with a wooden table, bench, and a fireplace.

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

West End

Daniel

￥30,655 total

includes taxes & fees

Oct 28 - Oct 29

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

8. The Kendall Inn

Freeport

Jeffrey

￥33,342 total

includes taxes & fees

Nov 8 - Nov 9

A covered patio with wicker furniture and a mosaic table, surrounded by greenery and a white building.

9. Old Orchard Beach Inn

Old Orchard Beach

James

￥22,178 total

includes taxes & fees

Oct 13 - Oct 14

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

10. The Orchard House: Inn & Cafe

Freeport

Megan

￥38,854 total

includes taxes & fees

Oct 21 - Oct 22

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

11. The Nicholson Inn

Freeport

Meaghan

￥48,475 total

includes taxes & fees

Oct 13 - Oct 14

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

12. The James Place Inn B&B

Freeport

Kim

￥43,131 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a large bed, a wooden wardrobe, and a bench.

13. The Diamond Island Suite - Suite in Historic Home

West End

￥43,544 total

includes taxes & fees

Nov 9 - Nov 10

A dining area with a round table, six chairs, and a floral centerpiece.

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

West End

￥39,266 total

includes taxes & fees

Nov 1 - Nov 2

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

West End

￥62,132 total

includes taxes & fees

Nov 9 - Nov 10

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

West End

￥76,590 total

includes taxes & fees

Nov 9 - Nov 10

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Top Great Diamond Island Hotel Reviews

Grand Beach Inn

8/10 Good

"Went there during May, but it rain and was a bit cold so couldn’t use the outdoor pool. But they are so many stuff to do near old orchard."

Inn at St John Portland In-Town

10/10 Excellent

"Nice clean hotel. Don’t believe those saying area is unsafe. No people were even out and about except for daily business. Parking is tight, you might be referred to a lot a very short walk away. Hotel is over 120 years old, they have maintained the decor of the period, and in some spots it needs some attention, but it would not detract from the stay. We had a room on the side and it was quiet and comfortable."

Holiday Inn Portland-By the Bay by IHG

8/10 Good

"Hotel was satisfactory. Room was clean although the bathroom needs to be repainted. Staff was accommodating. No real issues or concerns aside from the fact that its location is several blocks away from the seaport activities. Also the parking spaces underneath the hotel are not really designed for todays SUV's its kind of tight. I might consider it again but most likely would choose something a bit closer to the seaport due to its location."

DoubleTree by Hilton Hotel Portland

10/10 Excellent

"I’m very happy with this hotel. The airport shuttle works perfectly. The front staff was very good. I can’t say enough nice things about the bar/breakfast employees, some of the nicest people I’ve ever met. The room was clean and spacious, the mattress and bedding were very good. Thank you Doubletree!"

Find out more about Great Diamond Island

Great Diamond Island B&B information

Number of reviews	3,759
Accommodation	18 B&B
Lowest Price	￥13,035
Highest Price	￥76,590

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Great Diamond Island bed & breakfast

1. Inn at St John Portland In-Town

2. Blind Tiger Portland – Carleton Street

3. West End Collection at 146 Pine

4. Fleetwood House Bed & Breakfast

5. Blind Tiger Portland - Danforth Street.

6. Candlebay Inn

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

8. The Kendall Inn

9. Old Orchard Beach Inn

10. The Orchard House: Inn & Cafe

11. The Nicholson Inn

12. The James Place Inn B&B

13. The Diamond Island Suite - Suite in Historic Home

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

Top Great Diamond Island Hotel Reviews

Grand Beach Inn

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Clarion Pointe South Portland

Spark by Hilton Portland Airport Maine Mall

Inn at St John Portland In-Town

Holiday Inn Portland-By the Bay by IHG

DoubleTree by Hilton Hotel Portland

Find out more about Great Diamond Island

Great Diamond Island B&B information

Explore a world of travel with Expedia

Find Great Diamond Island Bed And Breakfast

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Great Diamond Island bed & breakfast

1. Inn at St John Portland In-Town

2. Blind Tiger Portland – Carleton Street

3. West End Collection at 146 Pine

4. Fleetwood House Bed & Breakfast

5. Blind Tiger Portland - Danforth Street.

6. Candlebay Inn

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

8. The Kendall Inn

9. Old Orchard Beach Inn

10. The Orchard House: Inn & Cafe

11. The Nicholson Inn

12. The James Place Inn B&B

13. The Diamond Island Suite - Suite in Historic Home

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

Top Great Diamond Island Hotel Reviews

Grand Beach Inn

Find out more about Great Diamond Island

Great Diamond Island B&B information

Explore a world of travel with Expedia