
Great Diamond Island Vacations from $522
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The Latest Great Diamond Island vacation packages
Price found within the past 48 hours. Click for updated prices.



Meadowmere Resort
Save 100% on your flight
Price was $1,586, price is now $1,008 per person
$1,008
per person
Jul 10 - Jul 14
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
Very well kept… great staff we had a great time
Reviewed on Apr 14, 2026

Cambria Hotel Portland Downtown-Old Port
Downtown Portland
Price was $1,137, price is now $815 per person
$815
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,197 reviews)
First day my room wasn't cleaned ! Thought I'd get some complimentary water , but only had for first night !
Reviewed on May 1, 2026

The Weldon Hotel
Downtown Portland
Price was $1,535, price is now $1,128 per person
$1,128
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (100 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to Great Diamond Island
View all tripsDiscover the most popular places to visit in Great Diamond Island

State Theatre
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

Portland Museum of Art
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
What to do in Great Diamond Island

Portland Smartphone Audio Tour: Self-Guided Drive
$15
per traveler

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler

Portland Maine App-Based Driving & Walking Audio Tour Bundle
$22
per traveler
Great Diamond Island Hotel Deals

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$216 nightly
The price is $239 total per night from May 10 to May 11
$239 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,748 reviews)
We (and our kids!) loved the “pantry” on each floor — fruit, snacks, cookies, tea, coffee. It was a much-appreciated surprise. Room was clean and quiet, and all staff were friendly and helpful.
Reviewed on Apr 29, 2026

Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
$168 nightly
The price is $186 total per night from May 25 to May 26
$186 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (1,200 reviews)
First day my room wasn't cleaned ! Thought I'd get some complimentary water , but only had for first night !
Reviewed on May 1, 2026

Portland Regency Hotel & Spa
20 Milk Street Portland ME
$161 nightly
The price is $178 total per night from May 3 to May 4
$178 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (1,635 reviews)
The room was great. No microwave (which would have been helpful)
Reviewed on Apr 30, 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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- Visit Old Port
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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.



















