A calm sea with a sailboat and rocky coastline.

Historic Hotels & Resorts in Great Diamond Island from AU$200

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Check availability on Great Diamond Island Historic Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Great Diamond Island historic hotels

A brick building with a red awning labeled "Chateau Riverside."
A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.
A balcony with a table and chairs, overlooking a street with buildings and parked cars.
A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Brian
AU$200
includes taxes & fees
3 Nov - 4 Nov
Portland Regency Hotel & Spa
A corner room with large windows offering a city view.
A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.
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.

2. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
AU$406
includes taxes & fees
26 Oct - 27 Oct
Adorable Portland getaway on the Eastern Promenade
A neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.
A living room with a sofa, armchairs, a coffee table, and a potted plant.
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A living room with a white sofa, a small table with a potted orchid, a bookshelf, and a radiator.

3. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
William
AU$618
includes taxes & fees
26 Oct - 27 Oct
Glorious getaway on Portland's Eastern Promenade.
A staircase with wooden railings and carpeted steps leading to an upper floor.
A kitchen with a large island, white cabinets, and a stainless steel refrigerator.
A dining area with a wooden table and four chairs, surrounded by wooden walls and a window with curtains.
A cozy, wooden-floored living room with a pool table, leather sofa, and a piano.

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

The Gregory House in Southern Maine close to many beaches & popular destinations
Downtown Saco
United States
Bob Z.
AU$1,224
includes taxes & fees
25 Oct - 26 Oct
The Gregory House in Southern Maine close to many beaches & popular destinations
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Top Great Diamond Island Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"A nice hotel in a good location. My room was spacious, clean and quiet. The staff are really great. They answer all your questions and try to help you as much as possible. They also have free shuttle service to wherever you want to go all over the city. They drop of you off and pick you up. You can't beat that."
Vivian 1-night trip
Posted less than an hour ago
Clarion Hotel Portland Airport ME
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"We had a clean comfortable stay. My only negative comment is The fan in the bathroom was very loud."
stephanie 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Stayed in a King bed Studio-type room. It was clean upon arrival, checked in easily at the front desk, received 2 breakfast tickets (paid an extra fee on Expedia), and was given complementary apps at their C2 restaurant (non-alcoholic beverages) since we were celebrating our anniversary. There were various breakfast options to choose from at C2 restaurant, and staff were so friendly and helpful. We also checked out Top of the East; their lounge and bar at the top floor. They had a live DJ on Saturday evening."
Siyuan 3-night trip
Posted 5 hours ago
The Westin Portland Harborview
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"The staff is always very welcoming and pleasant. We had a small issue with our room (floor was wet near the ac unit) but staff on duty had us moved into an upgraded, newer room that was quite nice and had done so within a few minutes. Overall great place and we will visit again."
Christine 1-night trip
Posted 11 hours ago
Fireside Inn & Suites Portland
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Great hotel and beautiful view!"
Meredith 1-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG
Portland Harbor Hotel

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."
Daryl 3-night trip
Posted 1 day ago
Portland Harbor Hotel

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