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 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Great Diamond Island 4-star hotels

A modern bathroom with a glass-enclosed shower, a large mirror, and a vanity with a sink and towel rack.
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.
A banquet hall with round tables, white tablecloths, and wooden chairs.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Samuel
₩170,213
₩188,324 total
includes taxes & fees
Nov 11 - Nov 12
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
Teresa
₩216,037
₩290,154 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 modern bar area with seating and a bar counter.
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
Fran
₩135,366
₩150,521 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Portland-By the Bay by IHG
Restaurant
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.
An outdoor patio area with tables and chairs, umbrellas, and a view of the surrounding greenery.

4. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
United States
Enedina
₩169,052
₩184,267 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 spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Amy
₩97,414
₩106,181 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Hotel Portland
A modern interior with a bar area, seating, and shelves with plants and books.
A cozy living room with a fireplace, two green armchairs, a coffee table, and a yellow ottoman.
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.

6. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
United States
Mark
₩281,109
₩369,737 total
includes taxes & fees
Nov 8 - Nov 9
The Press Hotel, Marriott Autograph Collection
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.
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.
A modern bar with a long counter, multiple bar stools, and a large window offering a view of the cityscape.

7. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
Abdolkarim
₩233,216
₩258,030 total
includes taxes & fees
Nov 3 - Nov 4
Canopy by Hilton Portland Waterfront
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.
Reception

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
thomas
₩251,076
₩329,415 total
includes taxes & fees
Nov 1 - Nov 2
Longfellow 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 wooden pathway surrounded by lush greenery and flowers, leading to a row of houses with a staircase.
A beach with several blue umbrellas and lounge chairs.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Kathleen
₩439,803
₩515,954 total
includes taxes & fees
Nov 10 - Nov 11
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.
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.

10. The Weldon Hotel

The Weldon Hotel
Downtown Portland
United States
Victoria
₩266,072
₩390,538 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 boat docked near a building with a lawn and trees in the background.
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 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.
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 compact kitchen with a microwave, stove, oven, and coffee maker.
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.
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.
Interior

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
₩152,167
₩432,835 total
includes taxes & fees
Oct 25 - Oct 26
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 white house with green shutters, a porch, and a garden with various plants and flowers.
A restaurant with tables set for dining, a large window with a view, and a wall-mounted sign.
A fireplace mantel with a vase of flowers, a mirror, and a framed picture on the wall.

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 living room with grey sofas, a coffee table, and a view of the outside.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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 modern living room with a sofa, a dining table with chairs, a floor lamp, and a hanging light fixture.
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 spacious kitchen with a large dining table, modern appliances, and a view of a lush garden.
A modern kitchen with white cabinetry, stainless steel appliances, and a large island.
A living room with a fireplace, a television mounted above it, and a view of a beach through the window.
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 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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Excellent breakfast! Must include if you are able to! We honestly found parking on the street for free each night if you don’t mind hunting for a spot and walking a tad. Worth saving on parking in my opinion."
Catherina 2-night trip
Posted 8 hours ago
The Westin Portland Harborview
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

8/10 Good
"Too many people in the pool"
Aaron 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Portland

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 ₩106,181
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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