A calm sea with a sailboat and rocky coastline.

Great Diamond Island Hotel Guide - 4 Stars Hotels in Great Diamond Island, Portland

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Check availability on Great Diamond Island 4 Star Hotels

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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 modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
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
Richard
Rp4.533.138
Rp5.015.463 total
includes taxes & fees
27 Sept - 28 Sept
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
Allison
Rp6.730.104
Rp8.127.167 total
includes taxes & fees
18 Oct - 19 Oct
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Zoe
Rp4.283.280
Rp4.739.021 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Portland-By the Bay by IHG
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
United States
Robert
Rp3.473.919
Rp3.786.572 total
includes taxes & fees
4 Oct - 5 Oct
Portland Sheraton at Sable Oaks
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
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.
A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Davoud
Rp2.414.699
Rp2.632.022 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
A modern living room with a fireplace, bookshelves, and comfortable seating.
A modern bar with a long counter, multiple bar stools, and a large window offering a view of the cityscape.
A modern interior with a fireplace, seating area, and large windows.

6. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
Rp7.071.695
Rp7.824.124 total
includes taxes & fees
18 Oct - 19 Oct
Canopy by Hilton Portland Waterfront
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
Rp8.416.645
Rp9.312.176 total
includes taxes & fees
18 Oct - 19 Oct
The Press Hotel, Marriott Autograph Collection
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.
A hotel room with a bed, a small table, and a window with curtains.
A wellness spa interior with a reception desk, potted plants, and wellness-related posters.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
thomas
Rp6.696.542
Rp8.096.050 total
includes taxes & fees
27 Sept - 28 Sept
Longfellow Hotel
A backyard with a fire pit, wooden chairs, and a house with a porch.
A wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
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.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Nathan
Rp9.084.400
Rp10.657.638 total
includes taxes & fees
18 Oct - 19 Oct
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
A multi-story brick building with a modern design, featuring large windows and a flat roof.
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.
A room with a round wooden table, two chairs, a potted plant, a large window, and a round mirror on the wall.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
Rp7.168.656
Rp9.145.685 total
includes taxes & fees
18 Oct - 19 Oct
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
Sarah
Rp3.653.280
Rp4.380.282 total
includes taxes & fees
29 Sept - 30 Sept
Chebeague Island Inn
A wooden outdoor seating area with a bench and a table, surrounded by trees and plants.
A garden with various flowers and a house in the background.
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.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Julie
Brewster House Bed & Breakfast
A dining room with a wooden table and chairs, a window with curtains, and a painting on the wall.
A compact kitchen with a microwave, stove, oven, and coffee maker.

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 two-story house with a red door and white trim, a front porch, and a barrel in the yard.

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
Rp2.034.558
Rp5.787.247 total
includes taxes & fees
30 Sept - 1 Oct
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 bedroom with a bed, a sliding door leading to a living area, and a wall-mounted washing machine.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.
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 beach path leading to the sea with tall grass on either side.
A dining area with a wooden table and chairs, large windows with curtains, and a view of trees and a building outside.
A cozy living room with wooden walls, a dining area, and a kitchen.
A cozy room with wooden walls, a sofa, a chair, a table, and a window with curtains.

16. Bayview Beach Cottage For 4!

Bayview Beach Cottage For 4!
Bay View
Bayview Beach Cottage For 4!
A modern kitchen with white cabinetry, a dining area with a round table and chairs, and a visible dishwasher.
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.
A living room with a beige sofa, a round coffee table, and a dining area in the background.

17. The Coastal Nest Stay for 5!

The Coastal Nest Stay for 5!
Blue Point
The Coastal Nest Stay for 5!
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 restaurant with tables set for dining, a large window with a view, and a wall-mounted sign.
A white house with green shutters, a porch, and a garden with various plants and flowers.

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 East End Beach—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

8/10 Good
"Cold water faucet not working properly. Laminate flooring had big gaps. Free coffee in the lobby, but walk 50 feet into the bistro and they charged me, what is with that? $45.00 per night to park your car is outrageous!"
Randall 2-night trip
Posted 1 hour ago
Portland Harbor Hotel
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Good hotel within walking distance of everything. Complimentary E-bike rentals were nice to ride the bike path on the east side of town. Great view of the bay on the upper levels too"
Maxwell 2-night trip
Posted 4 hours ago
Holiday Inn Portland-By the Bay by IHG
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Very professional staffed Great amenities."
Richard 1-night trip
Posted 1 day ago
The Westin Portland Harborview

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Diamond Island?
With Expedia's filter tool, landing a top deal on a 4-star hotel in Great Diamond Island just got simpler. Start by entering your chosen arrival date and length of your break. Then list the results by price and choose the option that best matches your budget and style.
  • Search for the lowest price from Rp2.632.022
What's the difference between 5-star and 4-star hotels in Great Diamond Island?
Treat yourself to refined living during your Great Diamond Island getaway by staying at a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually packed with amenities such as large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. Round-the-clock concierge assistance, elegant furnishings and world-class dining are only the start of the first-rate services and conveniences you'll likely have access to.
Does Great Diamond Island have any 4-star all-inclusive resorts?
Finding your dream resort in Great Diamond Island is as simple as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodation, meals and activities, or choose a standard 4-star resort in or around this top destination.

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