A calm sea with a sailboat and rocky coastline.

Find luxury hotels in Great Diamond Island, ME

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island Luxury Hotels

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Great Diamond Island luxury hotels

1. The Westin Portland Harborview

The Westin Portland Harborview
Downtown Portland
  • City centre portland hotel offers spa indulgence, premium dining, and elevated comforts in a historic setting with harbour views.
£208
includes taxes & fees
20 Sept - 21 Sept
The Westin Portland Harborview

2. Portland Harbor Hotel

Portland Harbor Hotel
Downtown Portland
£293
includes taxes & fees
20 Sept - 21 Sept
Portland Harbor Hotel

3. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
£188
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Portland-By the Bay by IHG

4. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
Downtown Portland
£362
includes taxes & fees
20 Sept - 21 Sept
Canopy by Hilton Portland Waterfront

5. The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
Downtown Portland
  • Immerse in the refined elegance of city centre Portland where Italian linens meet artful design and attentive service awaits.
£379
includes taxes & fees
27 Sept - 28 Sept
The Press Hotel, Marriott Autograph Collection

6. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
£180
includes taxes & fees
29 Sept - 30 Sept
Chebeague Island Inn

7. Inn By The Sea

Inn By The Sea
Cape Elizabeth
  • Beachfront elegance awaits at this Cape Elizabeth hotel with full-service spa, poolside cocktails, and ocean vistas.
£446
includes taxes & fees
22 Sept - 23 Sept
Inn By The Sea

8. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
  • Revitalised Portland retreat features plush rooms, poolside relaxation, and exceptional dining in a serene setting.
£157
includes taxes & fees
4 Oct - 5 Oct
Portland Sheraton at Sable Oaks

9. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
  • Serene Portland hotel offers luxury, plush robes, concierge service, and indoor pool near Maine Mall.
£109
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Portland

10. Longfellow Hotel

Longfellow Hotel
Parkside
£345
includes taxes & fees
27 Sept - 28 Sept
Longfellow Hotel
View all properties

Top Great Diamond Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"This hotel is well located in the Old Port area of Portland. Room and bathroom both very good. People should know you pretty have to use the valet parking there for overnights (45$/day) and there is a $35/day resort fee that is credited back if use restaurant/bar there."
Laurence 2-night trip
Posted less than an hour ago
Portland Harbor Hotel
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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

10/10 Excellent
"The room, lobby, and breakfast area were all very clean and quiet. The location is very convenient to access the downtown area, if you have a vehicle. The staff members were very friendly and helpful. Would stay here again for sure!"
Kimberly 3-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Inn at St John Portland In-Town

Inn at St John Portland In-Town

8/10 Good
"My wife found the hotel charming. It felt like an old style hotel. No elevator (I was aware of this beforehand.) Our room had a private bathroom (down the hall, which I also knew was possible.) the maids didn't clean our room or bathroom until we complained. The rest of the staff was quite helpful. Buses run downtown on Congress St. (although we usually took an Uber.) Breakfast was buffet Euro. This review is the average on mine and my wife's."
joseph 4-night trip
Posted 1 hour ago
Inn at St John Portland In-Town
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Nice place. Great rooftop bar"
Robin 1-night trip
Posted 2 hours ago
The Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"Excellent location, great front of house staff. Historical building. Well designed rooms. Shuttle from airport."
Elizabeth 3-night trip
Posted 14 hours ago
Portland Regency Hotel & Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"This is our go to, no frills, hotel of choice when in Portland. It is clean, very convenient to shopping and dining and has everything we need."
Tami 1-night trip
Posted 16 hours ago
Fireside Inn & Suites Portland
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Location is about ten minute walk to the main areas of Commercial Street. Plenty of parking in the garage under the hotel. Room looked to be recently renovated and the bed was extremely comfortable. It was an enjoyable two night stay!"
Christopher 2-night trip
Posted 18 hours ago
Holiday Inn Portland-By the Bay by IHG
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Clean facility. Friendly helpful staff. Great location"
Victoria 1-night trip
Posted 22 hours ago
Embassy Suites by Hilton Portland Maine
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

8/10 Good
"Bedding was clean, soft and warm. Room had a working tv, coffee maker and microwave. Complimentary breakfast was warm and delicious. Parking area was clean. Air conditioner worked but was loud. Bathroom door squeaked and room carpet along with stairway carpet really needed replacement or a really good shampoo. Room rate was good for my stay."
Elizabeth 2-night trip
Posted 2 days ago
Quality Inn & Suites South Portland

Explore a world of travel with Expedia