
Great Island Vacation Packages
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4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,851 reviews)
Jan 10 - Jan 16
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Price was $747, price is now $546 per person
$546
per person
found 1 day ago
There is a $35 per day amenities charge to your room. You can use it for drinks, food at the hotel. But if you don't use it, they still charge you.
It's a great hotel, great location.
That charge was a surprise to me. They did tell me about it when I was checking in, but I don't remember seeing it while searching for the hotel.
But I did love my stay. I'd stay there again.
Reviewed on Nov 9, 2026

3.5-star property
Blind Tiger Portland - Danforth Street.
West End
9.6/10 Exceptional! (199 reviews)
Jan 10 - Jan 16
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,275, price is now $900 per person
$900
per person
found 1 day ago

3.5-star property
The Docent's Collection at 121 Middle Street
Downtown Portland
9.6/10 Exceptional! (419 reviews)
Jan 10 - Jan 16
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,130, price is now $837 per person
$837
per person
found 1 day ago
Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the hotel leading up to our check in said they had a lot behind the building which we parked in - only to be told during check in that the lot was only for people that booked it (fair) but their messages made it seem like that was available. Then they questioned how we even knew about the lot - which was odd considering we only knew about it because they texted us parking info.
Reviewed on Nov 8, 2026

3.5-star property
Portland Regency Hotel & Spa
Downtown Portland
9.4/10 Exceptional! (1,780 reviews)
Jan 10 - Jan 16
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Price was $744, price is now $577 per person
$577
per person
found 1 day ago
Had a great stay there. Would definitely visit there again
Reviewed on Nov 9, 2026

3.5-star property
The Docent's Collection at 178 Middle Street
Downtown Portland
9.8/10 Exceptional! (81 reviews)
Jan 10 - Jan 16
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,346, price is now $1,061 per person
$1,061
per person
found 1 day ago
room was very modern, however some areas did not look well cleaned (edge if the bed had some dried white liquid). the surrounding area has nice shops but is very sketchy at night. did not feel comfortable with the parking situation. also at 6am sounded like maintenance or cleaning crew was constantly in and out of the elevator making tons of noise. was good for a night but wouldnt stay again.
Reviewed on Oct 27, 2026
Top rated hotels for your Great Island vacation package

Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
1.01 mi from city center
This apartment features free WiFi in public areas and barbecue grills.
Kitchen
Free WiFi

The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
18.12 mi from city center
$101 nightly
The price is $112 total per night
$112 total
Dec 6 - Dec 7
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 securing valuables, dry cleaning/laundry, and tours or tickets. 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
19.21 mi from city center
$81 nightly
The price is $89 total per night
$89 total
Nov 16 - Nov 17
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 luggage storage, securing valuables, and concierge services. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
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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