A calm sea with a sailboat and rocky coastline.

Great Diamond Island 4 Stars Hotels

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Check availability on Great Diamond Island 4 Star Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Great Diamond Island 4-star hotels

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
A banquet hall with round tables, white tablecloths, and wooden chairs.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Margaret
₩330,047
₩365,164 total
includes taxes & fees
Aug 30 - Aug 31
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.
A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.
A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.
A spacious living area with large windows, a staircase, and modern furniture.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
John
₩368,009
₩459,849 total
includes taxes & fees
Sep 1 - Sep 2
Portland Harbor Hotel
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Sandra
₩281,714
₩311,687 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Portland-By the Bay by IHG
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.

4. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Rosa
₩190,733
₩207,899 total
includes taxes & fees
Sep 6 - Sep 7
DoubleTree by Hilton Hotel Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern bar with a long counter, multiple bar stools, and a large window offering a view of the cityscape.
A modern living room with a fireplace, bookshelves, and comfortable seating.
A modern interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.

5. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
₩504,401
₩558,069 total
includes taxes & fees
Aug 31 - Sep 1
Canopy by Hilton Portland Waterfront
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.
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.

6. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
United States
ajay
₩258,890
₩282,190 total
includes taxes & fees
Sep 13 - Sep 14
Portland Sheraton at Sable Oaks
A modern interior with a bar area, seating, and shelves with plants and books.
A modern living room with a large sectional sofa, a dining area with a kitchen in the background, and large windows offering a city view.
A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.
A cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.

7. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Elizabeth
₩525,211
₩581,093 total
includes taxes & fees
Sep 7 - Sep 8
The Press Hotel, Marriott Autograph Collection
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.
A hotel room with a bed, a small table, and a window with curtains.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
₩458,613
₩560,817 total
includes taxes & fees
Sep 1 - Sep 2
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A beach with several blue umbrellas and lounge chairs.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
A balcony with a view of the sea, a pool, and a grassy area.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Victor W
₩682,328
₩800,481 total
includes taxes & fees
Sep 8 - Sep 9
Inn By The Sea
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.
A multi-story brick building with a modern design, featuring large windows and a flat roof.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
₩486,131
₩633,453 total
includes taxes & fees
Sep 7 - Sep 8
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.
A beach with clear skies, calm water, and a distant ship.
A boat docked near a building with a lawn and trees in the background.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Rob
₩220,489
₩264,366 total
includes taxes & fees
Aug 30 - Aug 31
Chebeague Island Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.
A dining area with white tablecloths, wooden chairs, and a view of a park through large windows.
A garden with various flowers and a house in the background.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Andrew
Brewster House Bed & Breakfast
A two-story house with a covered porch, a green door, and a number '5' on the front wall.
A compact kitchen with a microwave, stove, oven, and coffee maker.
A dining room with a wooden table and chairs, a window with curtains, and a painting on the wall.

13. 5 Seaview Ave

5 Seaview Ave
Old Orchard Beach
5 Seaview Ave
A two-story house with a covered patio area featuring a table and chairs, a blue umbrella, and a 'Tenant Parking' sign.
A compact kitchen with a wooden chair, a dining table, and a refrigerator.
A living room with a sofa, armchair, coffee table, and a ceiling fan.

14. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
Old Orchard Beach
United States
Lawrence
₩156,903
₩446,306 total
includes taxes & fees
Aug 31 - Sep 1
Walk to Pier & Ocean: Apt in Old Orchard Beach!
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.
A bedroom with a bed, a sliding door leading to a living area, and a wall-mounted washing machine.
A coastal pier with multiple wooden structures, likely accommodations, extending into the sea.

15. Latitude Adjustment Walk to Beach & Dining!

Latitude Adjustment Walk to Beach & Dining!
Grand Beach
United States
Brandon
Latitude Adjustment Walk to Beach & Dining!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.
A living room with a beige sofa, a round coffee table, and a dining area in the background.
A two-story white house with a garage, a front door, and a small front yard with a pathway.
A bedroom with a bed, two windows, a painting, and a ceiling light.

16. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
Blue Point
The Coastal Nest Stay for 5!
A beach path leading to the sea with tall grass on either side.
A cozy living room with wooden walls, a dining area, and a kitchen.
A dining area with a wooden table and chairs, large windows with curtains, and a view of trees and a building outside.
A cozy room with wooden walls, a sofa, a chair, a table, and a window with curtains.

17. Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
Bay View
Bayview Beach Cottage For 4!
A white building with green shutters, a porch, and a sign indicating it is Pine Crest Bed & Breakfast.
A fireplace mantel with a vase of flowers, a mirror, and a framed picture on the wall.
A white house with green shutters, a porch, and a garden with various plants and flowers.
A bedroom with a bed, a desk, a chair, a fireplace, and a window with curtains.

18. PineCrest Inn

PineCrest Inn
Gorham
United States
Christine
PineCrest Inn
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Learn more about Great Diamond Island

Check out Sand Beach and Fifth Maine Museum—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island
A calm sea with a sailboat and rocky coastline.

Top Great Diamond Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Beautiful hotel ,old style elegance . Blends in with old Portland area giving you top amenities,and top notch hospitality."
John 3-night trip
Posted 1 day ago
Portland Harbor Hotel
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Good location, spacious rooms, excellent breakfast, very clean, great restaurant on the upper level, attentive and friendly staff. Loved our stay here."
Margaret 4-night trip
Posted 3 days ago
The Westin Portland Harborview

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Diamond Island?
We can help you quickly find the ideal 4-star hotel for your vacation in Great Diamond Island. Use our handy filter tool to fine-tune your search by things like price, conveniences and star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from ₩207,899
What's the difference between 5-star and 4-star hotels in Great Diamond Island?
Treat yourself to luxury living during your Great Diamond Island escape by checking in to a 4-star hotel. As well as featuring upscale surroundings, these properties are usually filled with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and special one. Concierge assistance, luxurious spas and world-class dining are just the start of the first-rate conveniences and services you'll likely have access to.
Does Great Diamond Island have any 4-star all-inclusive resorts?
Enjoy a worry-free vacation experience where just about everything is included in one upfront price by using our "All inclusive" filter. Staying within budget is simple when your accommodations, meals and many activities are already taken care of. Want more options? Check out the incredible offers on our standard 4-star stays in and around Great Diamond Island too.

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