Great Diamond Island Resorts

A calm sea with a sailboat and rocky coastline.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Great Diamond Island

A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

1. Inn at Diamond Cove

Portland

Mikael

P20,769 total

includes taxes & fees

Oct 8 - Oct 9

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

2. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Rebecca

P9,416 total

includes taxes & fees

Nov 1 - Nov 2

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

3. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

Amy

P7,901 total

includes taxes & fees

Nov 1 - Nov 2

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

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

Portland

Joseph

P5,553 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

P9,428 total

includes taxes & fees

Nov 1 - Nov 2

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

6. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Jenna

P8,732 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

7. Clarion Hotel Portland Airport ME

Portland

Adam

P4,903 total

includes taxes & fees

Nov 1 - Nov 2

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

8. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

P8,180 total

includes taxes & fees

Nov 1 - Nov 2

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

9. Courtyard Portland Downtown/Waterfront

Downtown Portland

Laura

P8,263 total

includes taxes & fees

Nov 1 - Nov 2

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

10. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

susan

P6,717 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with 'Resilience Inn' and 'Mozy Hotels' signage, featuring a modern brick facade and multiple ground-level retail spaces.

11. Moxy Portland Thompson's Point

Portland

Brianna

P8,041 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

12. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

South Portland

Kris

P5,747 total

includes taxes & fees

Oct 25 - Oct 26

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

13. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Paul

P8,457 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

14. Clarion Pointe South Portland

Thorton Heights

Majella

P3,483 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Embassy Suites by Hilton Portland Maine

Portland

Andrew

P8,841 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

16. Fireside Inn & Suites Portland

Nasons Corner

Robert

P6,863 total

includes taxes & fees

Oct 18 - Oct 19

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

17. The McKernan Inn

South Portland

Kathy

P13,708 total

includes taxes & fees

Oct 15 - Oct 16

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

18. Portland Regency Hotel & Spa

Downtown Portland

SHELBY

P9,369 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

19. Hilton Garden Inn Portland Airport

Portland

Catelyn

P7,901 total

includes taxes & fees

Nov 1 - Nov 2

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

20. The Docent's Collection at 121 Middle Street

Downtown Portland

Susan

P14,517 total

includes taxes & fees

Oct 28 - Oct 29

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Great Diamond Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"Great location. It had everything we needed."

Inn at St John Portland In-Town

10/10 Excellent

"We had a lovely stay at The Inn on St. John! It’s a very unique hotel with a lot of character, both inside and out. Our room was comfortably spacious and featured a fantastic shower—plus, having a jet bath was a wonderful bonus! The complimentary morning breakfast was a great touch to start the day. Parking was a little tricky, but we lucked out with a spot right under our room window, which was super convenient. Overall, a charming and very enjoyable stay in Portland!"

Find out more about Great Diamond Island