𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Great Diamond Island from RM227 (2026) - Fully Refundable Options

A calm sea with a sailboat and rocky coastline.

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Our top choices for Great Diamond Island hotels

A two-story hotel with a balcony on the second floor, a sign reading "The Inn on Peaks Island," and a flag in front.

A bedroom with a bed, bedside table, lamp, and a view of the dining area.

A wedding ceremony with guests seated on white chairs, a bride and groom walking down the aisle, and a grassy outdoor setting.

A room with a sloped wooden ceiling, a round skylight, a television mounted on the wall, a sofa, a bed, a dining table with chairs, and a window with blinds.

1. Inn On Peaks Island

Peaks Island

Alice

RM547

RM597 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

A brick building with a large entrance and a sign that reads "Residence Inn Marriott".

A bar area with stools, a counter, and a herringbone-patterned wall.

2. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

RM482

RM533 total

includes taxes & fees

1 Nov - 2 Nov

A view from a window overlooking a body of water with a distant shoreline, a vase with flowers, and a glass on a table.

A dining table with a white tablecloth, two folded napkins, and two wooden chairs. The table is positioned near large windows offering a view of a body of water and greenery.

A spacious lobby with a high ceiling, a large chandelier, and a set of double doors with glass panels.

A beach with a sandy shore, calm water, and a clear sky.

3. The McKernan Inn

South Portland

Kathy

RM820

RM894 total

includes taxes & fees

18 Oct - 19 Oct

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.

A restaurant with a brick fireplace, white chairs, and tables set for dining.

4. Portland Regency Hotel & Spa

Downtown Portland

Brian

RM552

RM611 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

5. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

RM527

RM583 total

includes taxes & fees

2 Nov - 3 Nov

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

A modern living room with a sofa, armchairs, a coffee table, and a rug.

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

6. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Sharion

RM454

RM614 total

includes taxes & fees

2 Nov - 3 Nov

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.

7. Portland Harbor Hotel

Downtown Portland

Teresa

RM658

RM884 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A black SUV parked in front of AC Hotel Portland, a modern building with a brick facade and large windows.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

8. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Kin Mong

RM462

RM511 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

A reception desk with a "Welcome to the Lobster State" sign, a "Hilton Honors" sign, and a digital screen.

A large indoor swimming pool with a wooden ceiling and tiled walls.

A modern lounge area with a fireplace, seating, and a large window.

9. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

CURTIS

RM452

RM500 total

includes taxes & fees

9 Nov - 10 Nov

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 swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

A modern bar area with seating and a bar counter.

10. Holiday Inn Portland-By the Bay by IHG

Downtown Portland

Fran

RM413

RM459 total

includes taxes & fees

1 Nov - 2 Nov

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

A modern bar area with leather seating, a bar counter, and a menu board.

A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

A modern hotel lobby with a reception desk, a seating area, and a large wall mural.

11. Courtyard Portland Downtown/Waterfront

Downtown Portland

Laura

RM487

RM539 total

includes taxes & fees

1 Nov - 2 Nov

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

12. Embassy Suites by Hilton Portland Maine

Portland

Robert

RM485

RM537 total

includes taxes & fees

11 Nov - 12 Nov

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.

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

13. The Westin Portland Harborview

Downtown Portland

Samuel

RM519

RM574 total

includes taxes & fees

11 Nov - 12 Nov

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.

14. Canopy by Hilton Portland Waterfront

Downtown Portland

Abdolkarim

RM714

RM789 total

includes taxes & fees

11 Nov - 12 Nov

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

A hotel room with two beds, a desk, a TV, and a view of a body of water.

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

15. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Craig R

RM499

RM552 total

includes taxes & fees

9 Nov - 10 Nov

A modern bar area with a bar counter, seating, and a view of the cityscape.

A pool table with balls, a sofa, and a dining area with chairs and tables.

A modern living room with a grey sofa, a yellow armchair, and a red armchair. There are two floor lamps, a flat-screen TV, and patterned wallpaper.

A hotel room with two beds, a TV, a desk, and a view of the city.

16. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

Aubrey

RM378

RM419 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.

17. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Joseph

RM327

RM362 total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a bar area, seating, and shelves with plants and books.

A modern restaurant with a bar area, wooden tables, and leather booths.

A rooftop terrace with a sofa, two chairs, and a small table, overlooking a cityscape and a body of water.

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.

18. The Press Hotel, Marriott Autograph Collection

Downtown Portland

Mark

RM860

RM1,132 total

includes taxes & fees

8 Nov - 9 Nov

A spacious living room with a large dining table, comfortable seating, and large windows offering views of the city.

A staircase with a handrail, a wall with framed pictures, and a door with a handle.

A hotel room with a bed, a nightstand with a lamp, a mirror, a bathroom with a sink and a shower.

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

19. The Docent's Collection at 121 Middle Street

Downtown Portland

Susan

RM809

RM882 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a modern brick facade, multiple ground-level retail spaces, and a neon sign indicating the hotel name.

A hotel room with two beds, a desk, a chair, a TV, and large windows with a view of a body of water and greenery.

A modern living room with a fireplace, seating area, and bookshelves.

A gym with treadmills, a rowing machine, and a wall-mounted rack with various items.

20. Residence Inn by Marriott Portland Thompson's Point

Portland

Mary

RM511

RM565 total

includes taxes & fees

1 Nov - 2 Nov

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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.

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Top Great Diamond Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"A nice place for a two day stay"

Fireside Inn & Suites Portland

8/10 Good

"This hotel is a modest place just outside of Portland. The price/ value is good. But it’s a bit dated. The fitness room has only a few pieces of equipment and for a hotel this big it needs more. The hot tub was lovely but very small. The indoor pool did not open until 9:00am which was unfortunate since every piece of gym equipment was being used so we could not access the pool before we had to leave. The hotel room was large but in the rear of the building facing highway. There are a few complimentary light breakfast items available. Overall it worked out for our needs."

Inn at St John Portland In-Town

10/10 Excellent

"Very comfortable room. The continental breakfast was nice. The staff was very quiet but nice when asked a question. The parking is terrible but they do have another lot a block away."

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"Great location and very friendly valet and desk."

Motel 6 Portland, ME

8/10 Good

"Our stay was just one night. The room was very clean, however the AC/heating unit and the bathroom fan was loud when it was on. Also the elevator was out of order. The shower was great and the staff was courteous and friendly. I would recommend Motel 6 for future stays."

Clarion Hotel Portland Airport ME

10/10 Excellent

"Very convenient to the airport for an early morning flight."

Clarion Pointe South Portland

8/10 Good

"The hotel was good overall and a convenient option for our needs. We only stayed one night, but it was a good choice for a short stay. I would consider staying here again."

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"We were in Portland for three (3) days on the tail end of our 2-week east coast trip. While the hotel is showing some signs of age, it did not disappoint and fully met our needs. The breakfast was great, especially the cook to order omelets. The hotel is not in the Old Port area but is still a comfortable 15-minute walk to get to the harbor area for dinner, bay tours and site seeing. The only negative was our last day and being awakened with two (2) room attendant staffers arguing in the hall. It lasted about 5 minutes until we came out into the hallway and glared at both of the participants. We will definitely stay here again when we come back either in 27 or 28."

Cambria Hotel Portland Downtown-Old Port

8/10 Good

"The hotel is very nice, clean and attractive with lovely areas to sit inside and our. However there’s a $25/day resort fee theta not mentioned when booking or on Hotels.com/Expedia so we were hit with it upon checking in. Since there is no resort like amenities except for bikes to use if/when available it is odd, and the gym was small and typical, same as other hotels include for free. The fee becomes a credit to use toward any food/beverage by noon the next day so we used it for overpriced bottles of water ($6/per!). The restaurant is pricy ans there are so many better choices in town. And the credit can’t be put towards the $40/per day parking. There’s luckily a good amount of street parking in the immediate area."

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

RM208

RM227 total

10 Nov - 11 Nov

includes taxes & fees

7.2/10 Good! (933 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

RM281

RM307 total

5 Nov - 6 Nov

includes taxes & fees

6.2/10 (1,170 reviews)

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

RM286

RM312 total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (2,412 reviews)

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME

RM309

RM337 total

26 Oct - 27 Oct

includes taxes & fees

7.8/10 Good! (1,839 reviews)

Inn at St John Portland In-Town

939 Congress St Portland ME

RM309

RM337 total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,157 reviews)

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

RM340

RM377 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,767 reviews)

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Things to do in Old Orchard Beach

Great Diamond Island hotels from RM227

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Great Diamond Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Great Diamond Island hotels

1. Inn On Peaks Island

2. Residence Inn by Marriott Portland Downtown/Waterfront

3. The McKernan Inn

4. Portland Regency Hotel & Spa

5. Hyatt Place Portland Downtown - Old Port Square

6. Cambria Hotel Portland Downtown-Old Port

7. Portland Harbor Hotel

8. AC Hotel Portland Downtown/Waterfront, ME

9. Hampton Inn Portland Downtown - Waterfront

10. Holiday Inn Portland-By the Bay by IHG

11. Courtyard Portland Downtown/Waterfront

12. Embassy Suites by Hilton Portland Maine

13. The Westin Portland Harborview

14. Canopy by Hilton Portland Waterfront

15. Hilton Garden Inn Portland Downtown Waterfront

16. Aloft by Marriott Portland Downtown Waterfront ME

17. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

18. The Press Hotel, Marriott Autograph Collection

19. The Docent's Collection at 121 Middle Street

20. Residence Inn by Marriott Portland Thompson's Point

Learn more about Great Diamond Island

Top Great Diamond Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Inn at St John Portland In-Town

Hilton Garden Inn Portland Downtown Waterfront

Motel 6 Portland, ME

Clarion Hotel Portland Airport ME

Clarion Pointe South Portland

Holiday Inn Portland-By the Bay by IHG

Cambria Hotel Portland Downtown-Old Port

More cheap stays in Great Diamond Island

Clarion Pointe South Portland

Quality Inn & Suites South Portland

Comfort Inn South Portland Airport

Spark by Hilton Portland Airport Maine Mall

Inn at St John Portland In-Town

Clarion Hotel Portland Airport ME

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