Great Diamond Island Vacations from $857
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The Latest Great Diamond Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Evalina Hotel
Downtown Portland
$1,661
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (13 reviews)
Better than expected. This new property was in a great location. Easy to walk to restaurants and shopping. Comfortable bed, nice bathroom and a sitting area with sofa, chair and tv. I was a little concerned because we could hear music from a nearby bar, but everything stopped by 10 o’clock. Would return.
Reviewed on Sep 25, 2026
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View all tripsWhat to do in Great Diamond Island
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
$74
per adult
100% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
90% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
$59
per adult
80% of travellers recommend
Great Diamond Island Hotel Deals
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
$69 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$71 nightly
$78 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (1,734 reviews)
"We stayed here for one evening, first impression in the lobby is nice but as you start walking through the halls you start to notice how dirty it is. When we got to the room we were hit with a terrible smell of smoke, musty towels, with a cover up odorizer the floors were dirty and stuff was stained ..."
Reviewed on Oct 1, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
$81 nightly
$88 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (2,976 reviews)
"Pretty sure they have bed bugs. I got 3 bites in a line on my ankle, which is a tell tale sign. For only staying one night that’s a bad sign. I travel a lot and there’s always a risk of bed bugs anywhere, but if the hotel you are staying at is taking caution, there shouldn’t be frequent reports. ..."
Reviewed on Oct 2, 2026
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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- Fort Preble
- Charles Q. Clapp House
- Maine Jewish Museum
- Portland Museum of Art
- Eastern Promenade
- Visit Portland
- State Theatre
- Casco Bay Lines Ferry Terminal
- Visit Old Port
- Maine College of Art
- Victoria Mansion
- Downtown Portland Vacations
- Fort Williams Park
- Southern Maine Community College
- Umbrella Cover Museum
- Mackworth Island State Park
- South Portland Vacations
- Old Port Vacations
- Maine Sports Hall of Fame
- Peaks Island Vacations
- Ll Bean Flagship Store
- Visit Bailey Island
- Portland Head Light
- Merrill Auditorium
- Two Lights State Park
- Goddard Mansion
- East End Beach
- Spring Point Ledge Lighthouse
- International Cryptozoology Museum
- Higgins Beach
- Wadsworth-Longfellow House
- State Street Church
- Bug Light
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
