The Best Historic Hotels in Great Diamond Island, ME from AED 549 in 2026 | Expedia

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Check availability on Great Diamond Island Historic Hotels

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16 Oct - 18 Oct

Our top choices for Great Diamond Island historic hotels

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A restaurant with a brick fireplace, white chairs, and tables set for dining.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

1. Portland Regency Hotel & Spa

Downtown Portland

United States

Julie

AED 496

AED 549 total

includes taxes & fees

1 Nov - 2 Nov

A street lined with buildings, one with a red door and a sign that reads "MINATO".

A restaurant interior with tables and chairs, a bar area, and shelves with bottles.

A cozy room with a wooden table, a sofa, a bookshelf, and a window with a view.

A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.

2. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

United States

Kiernan

AED 650

AED 1,009 total

includes taxes & fees

20 Oct - 21 Oct

A street lined with buildings, one with a red door and a sign that reads "MINATO".

A living room with a sofa, armchairs, a coffee table, and a potted plant.

A living room with a white sofa, a small table with a potted orchid, a bookshelf, and a radiator.

A neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.

3. Glorious getaway on Portland's Eastern Promenade.

Munjoy Hill

United States

William

AED 1,091

AED 1,702 total

includes taxes & fees

14 Oct - 15 Oct

A two-story house with a balcony, a covered patio, and a fenced yard.

A living room with a gray sofa, two pink armchairs, a wooden coffee table, and a colorful rug.

A dining area with a wooden table, four chairs, a hanging light fixture, and a window with curtains.

A wooden console table with a wine bottle, glasses, and framed pictures.

4. The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill

United States

Richard D.

A wooden house with a deck and a stone pathway leading to a grassy area.

A wooden hallway with built-in shoe racks and a metal coffee table.

A cozy living room with a brown sofa, a small kitchenette with a microwave and refrigerator, and a window with a view of trees.

A bedroom with a wooden bed, two bedside tables, a nightstand, a wooden desk, and a door.

5. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Freeport

United States

Hana L.

AED 538

AED 1,015 total

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with a view of a lake, surrounded by trees and shrubs.

A living room with a sofa, a green couch, a coffee table, a fireplace, and a staircase.

A kitchen with wooden cabinets, a stove, a refrigerator, and a dining table with chairs.

A staircase with wooden steps and white walls, leading to an upper floor.

6. Centerview cottage

Harpswell

United States

Catherine G.

AED 1,084

AED 1,738 total

includes taxes & fees

9 Oct - 10 Oct

A staircase with wooden railings and carpeted steps leading to an upper floor.

A cozy, wooden-floored living room with a pool table, leather sofa, and a piano.

A dining area with a wooden table and four chairs, surrounded by wooden walls and a window with curtains.

A wooden dining room with a round table and six chairs, large windows with lace curtains, and a chandelier.

7. The Gregory House in Southern Maine close to many beaches & popular destinations

Downtown Saco

United States

Bob Z.

AED 1,634

AED 3,387 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Top Great Diamond Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent

"We liked the “pantry” on each floor. Coffee and snacks were perfect!"

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"It was mostly good. Still carrying the Hilton name, I expected it to be nicer. But, on the other hand, I understand that they're taking an old hotel and giving it the Spark refresh. Airport shuttle was nice to have, though no grab-and-go breakfast options were available, despite the breakfast being grab-n-go in the first place. Nice people."

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good

"The staff was friendly, and the room was clean. There is a restaurant on site, and the location is fantastic and close to everything."

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