A calm sea with a sailboat and rocky coastline.

Compare and book 4 Star hotels in Great Diamond Island, Portland

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Check availability on Great Diamond Island 4 Star Hotels

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.
A modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Lyudmila
£208
includes taxes & fees
20 Sept - 21 Sept
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.
A spacious living area with large windows, a staircase, and modern furniture.
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.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Brandon
£304
includes taxes & fees
14 Sept - 15 Sept
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A conference room with a large screen displaying 'AFloat' and 'Holiday Inn by the bay'.
A modern bar area with seating and a bar counter.
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
£203
includes taxes & fees
20 Sept - 21 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.
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
Canada
Peter
£143
includes taxes & fees
20 Sept - 21 Sept
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
Sandra
£112
includes taxes & fees
13 Sept - 14 Sept
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 interior with a fireplace, seating area, and large windows.
A modern living room with a fireplace, bookshelves, and comfortable seating.

6. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
£424
includes taxes & fees
20 Sept - 21 Sept
Canopy by Hilton Portland Waterfront
A modern interior with a bar area, seating, and shelves with plants and books.
A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.
A modern restaurant with a bar area, wooden tables, and leather booths.
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
£378
includes taxes & fees
20 Sept - 21 Sept
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 wellness spa interior with a reception desk, potted plants, and wellness-related posters.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
£344
includes taxes & fees
27 Sept - 28 Sept
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
£445
includes taxes & fees
22 Sept - 23 Sept
Inn By The Sea
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.
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.
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
£363
includes taxes & fees
21 Sept - 22 Sept
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
A beach with clear skies, calm water, and a distant ship.
A cozy room with wooden ceilings, floral-patterned armchairs, a leather sofa, and a small table.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Sarah
£183
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 sauna with wooden benches and a glass door.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.
A garden with various flowers and a house in the background.

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 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.

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 living room with a sofa, armchair, coffee table, and a ceiling fan.
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
£239
includes taxes & fees
13 Sept - 14 Sept
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 living room with grey sofas, a coffee table, and a view of the outside.
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 beach path leading to the sea with tall grass on either side.
A cozy room with wooden walls, a sofa, a chair, a table, and a window with curtains.
A modern kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and a sink with a modern faucet.
A cozy living room with wooden walls, a dining area, and a kitchen.

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 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.
A modern living room with a sofa, a dining table with chairs, a floor lamp, and a hanging light fixture.

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 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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"This is my 3rd time staying here. Always a great experience!"
Jennifer 2-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Great location spacious clean rooms! Mattress were showing there age a bit but the hotel iitself was very well maintained and the staff is great!!"
Christopher 3-night trip
Posted 11 hours ago
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Perfect location, clean and friendly! Would definitely stay here again!"
Jenifer 3-night trip
Posted 14 hours ago
Portland Harbor Hotel

Find out more about Great Diamond Island

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 holiday 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 £112
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 holiday experience where just about everything is included in one upfront price by using our "All inclusive" filter. Staying within budget is simple when your accommodation, 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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