Great Diamond Island Vacations from $532

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The Latest Great Diamond Island vacation packages

Price found within the past 48 hours. Click for updated prices.
The Docent's Collection
The Weldon Hotel
Cliff House Maine
River View Resort
Portland Harbor Hotel
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Great Diamond Island Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $127 total per night from Aug 24 to Aug 25
$127 total
Aug 24 - Aug 25
Total includes taxes and fees
7.8/10 Good! (1,150 reviews)
"Friendly staff, very quiet. I felt very comfortable with my family there"

Reviewed on Aug 10, 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$97 nightly
The price is $106 total per night from Aug 24 to Aug 25
$106 total
Aug 24 - Aug 25
Total includes taxes and fees
7.6/10 Good! (126 reviews)
"Very old hotel. No good air because the windows don't open."

Reviewed on Aug 8, 2025

Germaine Inn South Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $147 total per night from Sep 1 to Sep 2
$147 total
Sep 1 - Sep 2
Total includes taxes and fees
7.6/10 Good! (1,043 reviews)
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Reviewed on Aug 9, 2025

Ramada Plaza by Wyndham Portland
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.

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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.