Great Diamond Island Holiday Deals

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Top hotels for your Great Diamond Island holiday

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
With a stay at Portland Regency Hotel & Spa, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Very clean hotel, friendly staff, good food in the pub.

Reviewed on 24 Dec 2025

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Opens in a new windowPortland Regency Hotel & Spa
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 11 Jan to 12 Jan
AU$147
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
Staff was so friendly and had great dining recommendations. Room was super clean. Hotel was quiet and located in a perfect spot around the corner from the comedy show we went to see. Everything was so nice and good luck to the ginger bread house decoration competitors! We hope our choice wins!

Reviewed on 22 Dec 2025

Opens in a new windowThe Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 28 Dec to 29 Dec
AU$139
28 Dec - 29 Dec
includes taxes & fees
With a stay at Clarion Hotel Portland Airport ME in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition ...
Great room. Courteous staff.

Reviewed on 21 Dec 2025

Opens in a new windowClarion Hotel Portland Airport ME
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

State Theatre showing street scenes as well as an individual female

State Theatre

You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's acclaimed theatre scene and great live music.

State Theatre
Portland Museum of Art featuring interior views and art as well as a small group of people

Portland Museum of Art

You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theatre scene.

Portland Museum of Art
East End Beach showing general coastal views and a beach as well as a small group of people

East End Beach

If a restful holiday is part of your travel plans, East End Beach might be the perfect place to visit during your trip to Portland.

East End Beach

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.