Great Diamond Island Vacations from $449

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The Latest Great Diamond Island vacation packages

Price found within the past 48 hours. Click for updated prices.
84 Main
Cliff House Maine
Portland Harbor Hotel
The Docent’s Collection – Thompson Block
The McKernan Inn
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Great Diamond Island Hotel Deals

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
$78 nightly
The price is $87 total per night from Jan 13 to Jan 14
$87 total
Jan 13 - Jan 14
Total with taxes and fees
7.8/10 Good! (1,319 reviews)
Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.

Reviewed on Jan 5, 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Jan 27 to Jan 28
$108 total
Jan 27 - Jan 28
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
Room was clean and had all amenities.

Reviewed on Jan 6, 2026

The Westin Portland Harborview
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
$125 nightly
The price is $139 total per night from Jan 19 to Jan 20
$139 total
Jan 19 - Jan 20
Total with taxes and fees
9.4/10 Exceptional! (1,567 reviews)
Staff was great. Perfect location to explore the area.

Reviewed on Jan 4, 2026

Portland Regency Hotel & Spa
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.

Find the Best Great Diamond Island Vacation Packages

Great Diamond Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.