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
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 modern hotel lobby with a large chandelier, reception desk, and a staircase leading to other areas.
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
Kathleen
P8,478
P9,380 total
includes taxes & fees
Nov 1 - Nov 2
The Westin Portland Harborview
A fire pit surrounded by wicker chairs in a garden setting.
A living room with a fireplace, seating area, and a large window.
A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and a view of the city.
A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Teresa
P10,631
P14,158 total
includes taxes & fees
Nov 1 - Nov 2
Portland Harbor Hotel
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.
A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
CHARLES
P6,454
P7,140 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Portland-By the Bay by IHG
Restaurant
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
P10,623
P11,579 total
includes taxes & fees
Nov 1 - Nov 2
Portland Sheraton at Sable Oaks
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Davoud
P5,098
P5,557 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Hotel Portland
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 cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.
A modern restaurant with a bar area, wooden tables, and leather booths.

6. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Mark
P13,791
P18,021 total
includes taxes & fees
Nov 1 - Nov 2
The Press Hotel, Marriott Autograph Collection
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 interior with wooden panel ceilings, a central seating area with sofas and tables, and a variety of decorative mirrors.
A modern interior with a fireplace, seating area, and large windows.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
john
P11,496
P12,719 total
includes taxes & fees
Nov 2 - Nov 3
Canopy by Hilton Portland Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
Reception
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
thomas
P11,813
P15,498 total
includes taxes & fees
Nov 2 - Nov 3
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 large, multi-story resort with a central building and several wings, situated near a beach and a lake.
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
Kathleen
P22,951
P26,926 total
includes taxes & fees
Oct 29 - Oct 30
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 multi-story brick building with a modern design, featuring large windows and a flat roof.
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
P13,209
P19,108 total
includes taxes & fees
Nov 2 - Nov 3
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A beach with clear skies, calm water, and a distant ship.
A bar with wooden floors and hanging lights, bar stools, and a variety of bottles on shelves.
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
Rob
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 dining area with white tablecloths, wooden chairs, and a view of a park through large windows.
A two-story house with a porch, a sign indicating it is a bed and breakfast, and a vacant sign.

12. Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
Freeport
United States
Julie
Brewster House Bed & Breakfast
Living area
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.
Living room

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.
Interior
A living room with a sofa, armchair, coffee table, and a ceiling fan.
A compact kitchen with a wooden chair, a dining table, and a refrigerator.

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
P7,143
P20,317 total
includes taxes & fees
Oct 15 - Oct 16
Walk to Pier & Ocean: Apt in Old Orchard Beach!
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 bedroom with a bed, a desk, a chair, a fireplace, and a window with curtains.

15. PineCrest Inn

PineCrest Inn
Gorham
United States
Christine
PineCrest Inn
A spacious living room with a grey sofa set, a grey ottoman, and a large sliding glass door leading to an outdoor patio.
A coastal pier with multiple wooden structures, likely accommodations, extending into the sea.
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.

16. 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 bedroom with a bed, two windows, a painting, and a ceiling light.
A two-story white house with a garage, a front door, and a small front yard with a pathway.
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 spacious kitchen with a large dining table, modern appliances, and a view of a lush garden.
A living room with a fireplace, a television mounted above it, and a view of a beach through the window.
A spacious kitchen with a large island, wooden flooring, and ample natural light from large windows.
A residential area with houses, a driveway, and a solar panel on one house.

18. Golf-front Personal Arcade Hot tub Outdoor Kitchen

Golf-front Personal Arcade Hot tub Outdoor Kitchen
Old Orchard Beach
Golf-front Personal Arcade Hot tub Outdoor Kitchen
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Learn more about Great Diamond Island

Check out Sand Beach and East End Beachโ€”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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"We really liked the Westin property. We were able to check in early which made it so helpful. Room was very clean and ready. Breakfast was fantastic. I loved that there was a Peloton bike in good working order in the workout room. If we go back to Portland I would stay there again."
Patricia 1-night trip
Posted 6 hours ago
The Westin Portland Harborview
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"
CHARLES 1-night trip
Posted 14 hours ago
Holiday Inn Portland-By the Bay by IHG

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 P5,557
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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