A calm sea with a sailboat and rocky coastline.

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Check availability on Great Diamond Island Luxury 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 luxury hotels

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
A room with a round wooden table, two chairs, a potted plant, a large window, and a round mirror on the wall.
Living area
A modern bedroom with a large bed, two bedside tables with lamps, a large abstract painting, a brick wall, and a window with a view of trees.

1. The Weldon Hotel

The Weldon Hotel
Downtown Portland
S$353
includes taxes & fees
17 Nov - 18 Nov
The Weldon Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A balcony with a view of the sea, a pool, and a grassy area.
A large, multi-story resort with a central building and several wings, situated near a beach and a lake.
A beach with several blue umbrellas and lounge chairs.

2. Inn By The Sea

Inn By The Sea
Cape Elizabeth
  • Beachfront elegance awaits at this Cape Elizabeth hotel with full-service spa, poolside cocktails, and ocean vistas.
S$506
includes taxes & fees
22 Nov - 23 Nov
Inn By The Sea
Restaurant
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.

3. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
  • Revitalised Portland retreat features plush rooms, poolside relaxation, and exceptional dining in a serene setting.
S$153
includes taxes & fees
22 Nov - 23 Nov
Portland Sheraton at Sable Oaks
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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 2 hours 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 7 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 7 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 13 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 2 days 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 2 days ago
Portland Harbor Hotel

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