20 Best B&B in Great Diamond Island, ME - Bed and Breakfast from SAR 341

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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

Vicki

SAR 341 total

includes taxes & fees

25 Oct - 26 Oct

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

2. Fleetwood House Bed & Breakfast

Rosemont

Karen

SAR 974 total

includes taxes & fees

24 Oct - 25 Oct

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

3. Blind Tiger Portland – Carleton Street

West End

Samuel

SAR 924 total

includes taxes & fees

17 Nov - 18 Nov

4. West End Collection at 146 Pine

West End

Stephanie

SAR 879 total

includes taxes & fees

1 Nov - 2 Nov

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

SAR 998 total

includes taxes & fees

18 Nov - 19 Nov

A dining room with a piano, a chandelier, and a fireplace.

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

West End

Daniel

SAR 842 total

includes taxes & fees

15 Nov - 16 Nov

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

7. The Orchard House: Inn & Cafe

Freeport

Mark

SAR 812 total

includes taxes & fees

2 Nov - 3 Nov

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

8. Old Orchard Beach Inn

Old Orchard Beach

James

SAR 539 total

includes taxes & fees

1 Nov - 2 Nov

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

9. Candlebay Inn

Freeport

Richard

SAR 585 total

includes taxes & fees

2 Nov - 3 Nov

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

10. The Kendall Inn

Freeport

Justin Terry

SAR 773 total

includes taxes & fees

4 Nov - 5 Nov

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

11. The Nicholson Inn

Freeport

alexandre

SAR 972 total

includes taxes & fees

11 Nov - 12 Nov

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

12. The James Place Inn B&B

Freeport

Kim

SAR 1,025 total

includes taxes & fees

9 Nov - 10 Nov

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

13. The Diamond Island Suite - Suite in Historic Home

West End

SAR 1,034 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a brown leather sofa, beige armchairs, and a round coffee table.

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

West End

SAR 985 total

includes taxes & fees

27 Oct - 28 Oct

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

SAR 1,476 total

includes taxes & fees

1 Nov - 2 Nov

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

SAR 1,820 total

includes taxes & fees

8 Nov - 9 Nov

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Top Great Diamond Island Hotel Reviews

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Staff Imat the front Desk is amazing! Housekeeping staff also are amaIng! Breakfast was just okay."

Portland Harbor Hotel

10/10 Excellent

"Excellent, well-situated hotel. Front desk personnel were helpful and courteous. Sean and Simone were so kind in finding us the perfect room to suit our needs. Olivia at the bar in the evening was professional; we enjoyed our conversations with her. Great coffee-nook with perfect additions for a continental breakfast. Thanks to all who helped make our stay so enjoyable."

Hampton Inn Portland Downtown - Waterfront

8/10 Good

"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."

Fireside Inn & Suites Portland

10/10 Excellent

"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."

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. Fleetwood House Bed & Breakfast

3. Blind Tiger Portland – Carleton Street

4. West End Collection at 146 Pine

5. Blind Tiger Portland - Danforth Street.

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

7. The Orchard House: Inn & Cafe

8. Old Orchard Beach Inn

9. Candlebay Inn

10. The Kendall Inn

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

Cambria Hotel Portland Downtown-Old Port

Inn at St John Portland In-Town

Spark by Hilton Portland Airport Maine Mall

Ramada Plaza by Wyndham Portland

Holiday Inn Portland-By the Bay by IHG

Portland Harbor Hotel

Tru by Hilton Portland Airport Area

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Search B&B in Great Diamond Island

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. Fleetwood House Bed & Breakfast

3. Blind Tiger Portland – Carleton Street

4. West End Collection at 146 Pine

5. Blind Tiger Portland - Danforth Street.

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

7. The Orchard House: Inn & Cafe

8. Old Orchard Beach Inn

9. Candlebay Inn

10. The Kendall Inn

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

Cambria Hotel Portland Downtown-Old Port