A calm sea with a sailboat and rocky coastline.

Four Star Hotels in Great Diamond Island

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Check availability on Great Diamond Island 4 Star Hotels

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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.
The exterior of the Westin hotel with a prominent entrance and two bicycles parked in front.
A banquet hall with round tables, white tablecloths, and wooden chairs.

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
United States
Terica
S$357
includes taxes & fees
23 Aug - 24 Aug
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 living room with a fireplace, seating area, and a large window.
A spacious living area with large windows, a staircase, and modern furniture.

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
United States
Brandon
S$435
includes taxes & fees
30 Aug - 31 Aug
Portland Harbor Hotel
A hotel entrance with a glass door, a large column, and potted plants.
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 modern bar area with a long counter, multiple seating options, and a built-in fire feature.

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Sandra
S$256
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Portland-By the Bay by IHG
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.
A spacious restaurant with multiple dining areas, a bar, and a television screen displaying a tennis match.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.

4. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Rosa
S$169
includes taxes & fees
3 Sept - 4 Sept
DoubleTree by Hilton Hotel Portland
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 living room with a fireplace, bookshelves, and comfortable seating.

5. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
United States
Amy
S$426
includes taxes & fees
30 Aug - 31 Aug
Canopy by Hilton Portland Waterfront
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.
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
S$261
includes taxes & fees
30 Aug - 31 Aug
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
S$567
includes taxes & fees
30 Aug - 31 Aug
The Press Hotel, Marriott Autograph Collection
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.
A hotel room with a bed, a small table, and a window with curtains.
A multi-story brick building with a flat roof, large windows, and outdoor seating areas.

8. Longfellow Hotel

Longfellow Hotel
Parkside
United States
Alexis
S$529
includes taxes & fees
30 Aug - 31 Aug
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 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.

9. Inn By The Sea

Inn By The Sea
Cape Elizabeth
United States
Victor W
S$737
includes taxes & fees
8 Sept - 9 Sept
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
S$487
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel
An outdoor dining area with tables and chairs, overlooking a body of water and a sunset.
A boat docked near a building with a lawn and trees in the background.
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.

11. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Rob
S$284
includes taxes & fees
23 Aug - 24 Aug
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 sauna with wooden benches and a glass door.
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
Andrew
Brewster House Bed & Breakfast
A compact kitchen with a microwave, stove, oven, and coffee maker.
A two-story house with a covered porch, a green door, and a number '5' on the front wall.
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 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
S$412
includes taxes & fees
3 Sept - 4 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 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 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 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.

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 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 dining area with a wooden table and chairs, large windows with curtains, and a view of trees and a building outside.

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 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.

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 was one of the nicest hotels we’ve stayed in, and we’ve stayed in quite a few. The view from the room was amazing, the staff was very friendly and very helpful for even the smallest questions. They offered information that was helpful to a visitor. One of the best things was the shuttle. It not only goes back-and-forth to the airport, but it will bring you to your dinner reservation and other places on the Peninsula. The staff was so accommodating. I can’t recommend this highly enough."
Martha 2-night trip
Posted 1 hour ago
Holiday Inn Portland-By the Bay by IHG
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Friendly welcome staff. Clean room."
Hiram 1-night trip
Posted 18 hours ago
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Everything from check-in to check-out was wonderful. The staff was friendly and very helpful. The room was nicely decorated, the bed was very comfortable, and the shower pressure was good. There is a "pantry" on each floor with free coffee, tea, pastries, fruit and yogurt in the morning. And in the afternoon they refilled it with cookies and waters. We enjoyed breakfast sandwiches from the restaurant and drinks from the bar. There are plenty of seats in the garden to relax outdoors after a day of sight seeing and shopping. The hotel is in a perfect location right on the corner of two main streets and steps away from shopping, restaurants and the wharf. We had a great experience here and would highly recommend it."
Debbie 3-night trip
Posted 2 days ago
Portland Harbor Hotel

Find out more about Great Diamond Island

Take Your Pick of 4 Star Hotels in Great Diamond Island

The get-go of any holiday starts with choosing a great spot. Great Diamond Island has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Great Diamond Island

Search Expedia.com.sg for the right 4 Star Great Diamond Island Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Great Diamond Island has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Great Diamond Island or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Great Diamond Island Today!

Your trip to Great Diamond Island should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Great Diamond Island, you may miss out on your perfect hotel.

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 S$169
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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