Great Diamond Island Vacation Packages
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Top Great Diamond Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,851 reviews)
Dec 25 - Dec 29
4 night stay
Columbus (CMH) to Portland (PWM)
American Airlines • Non-stop • Coach
Portland (PWM) to Columbus (CMH)
Delta • Non-stop • Coach
Price was $793, price is now $670 per person
$670
per person
found 23 hours ago
Perfect location, beautiful hotel! Hotel was very clean and upscale. With a common coffee/tea/snack bar on each floor.
Reviewed on Oct 30, 2026
3.5-star property
Blind Tiger Portland - Danforth Street.
West End
9.6/10 Exceptional! (199 reviews)
Dec 26 - Jan 1
6 night stay
Atlanta (ATL) to Portland (PWM)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,049, price is now $1,538 per person
$1,538
per person
found 1 hour ago
Very helpful and friendly staff
Reviewed on Oct 28, 2026
2.5-star property
InnSeason Resorts The Falls at Ogunquit
9.4/10 Exceptional! (418 reviews)
Jan 22 - Jan 30
8 night stay
Atlanta (ATL) to Portland (PWM)
Frontier Airlines • Roundtrip • Coach
Price was $896, price is now $705 per person
$705
per person
found 1 day ago
Wish they had a shuttle this time of year. Also wish they had continental breakfast in the morning. That’s about it. Pretty nice place.
Reviewed on Oct 25, 2026
3.0-star property
Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
9.4/10 Exceptional! (1,007 reviews)
Jan 22 - Jan 30
8 night stay
Atlanta (ATL) to Portland (PWM)
Frontier Airlines • Roundtrip • Coach
Price was $1,092, price is now $916 per person
$916
per person
found 1 day ago
Corner room was very nice but poor soundproofing to outside so could hear traffic and people outside. However, we were alarmed when returning early evening to find the cleaner had left the door open (on latch so clear to everyone the door was open), anyone could have got in. Reception apologised but didn't seem too bothered and didnt do anything about it. Never had that happen before in any hotel.
Reviewed on Oct 31, 2026
Top rated hotels for your Great Diamond Island vacation package
The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
3.74 mi from city center
$108 nightly
The price is $119 total per night
$119 total
Nov 22 - Nov 23
Total with taxes and fees
Guests staying at The Westin Portland Harborview enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 47 per night. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this spa hotel include meeting rooms, a conference center, and a 24-hour business center.
Spa
Pet friendly
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Free Cancellation
4.9 mi from city center
$81 nightly
The price is $89 total per night
$89 total
Nov 8 - Nov 9
Total with taxes and fees
Guests staying at Clarion Hotel Portland Airport ME enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking, as well as a free airport shuttle (available on request). Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Free Cancellation
6.94 mi from city center
$64 nightly
The price is $70 total per night
$70 total
Nov 3 - Nov 4
Total with taxes and fees
Guests staying at Quality Inn & Suites South Portland enjoy free WiFi in public areas, free newspapers, and a garden. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a vending machine and a picnic area.
Breakfast included
Pet friendly
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View all propertiesLowest 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.
Things to do
Afternoon Windjammer Cruise Along the Coast of Portland Maine
$69
per adult
96% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
92% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
$59
per adult
80% of travellers recommend
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