
Littlejohn Island Vacation Packages
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4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,851 reviews)
Jan 21 - Jan 27
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Price was $789, price is now $576 per person
$576
per person
found 1 day ago
Clean room and the only hotel that has coffee/cookies/fruit available 24/7 on EACH FLOOR !! Wish all hotels offered this. Great fire pit outside to mingle and chat. Nice touch !!
Reviewed on Nov 10, 2026

3.5-star property
The Docent's Collection at 121 Middle Street
Downtown Portland
9.6/10 Exceptional! (419 reviews)
Jan 21 - Jan 27
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 $1,160, price is now $857 per person
$857
per person
found 1 day ago
The room was spacious, super clean, and well equipped. Good location in the Port. Nearby parking seems plentiful. The Docent calls itself an "aparthotel," meaning there aren't really hotel amenities. A lot of the communication with staff is done by text. Although, there was a human person at the door for most of our stay. Great choice, particularly for a long term stay given the swell kitchen, if you don't mind the concept.
Reviewed on Nov 10, 2026

3.5-star property
Portland Regency Hotel & Spa
Downtown Portland
9.4/10 Exceptional! (1,780 reviews)
Jan 21 - Jan 27
6 night stay
Orlando (MCO) to Portland (PWM)
Delta • Non-stop • Coach
Portland (PWM) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Price was $759, price is now $587 per person
$587
per person
found 1 day ago
This hotel is in a great location to all the downtown areas. We were able to walk everywhere. I didn't give it 5 stars, because I didn't know that there would be a $40 a day valet parking. It might have been somewhere in the fine print, but I missed it. The room was super quiet even with the next room being occupied. Partly I think the fan of the heating/AC unit drowned out the sounds. The fan never went off. It didn't matter the temperature. We didn't eat there either, so I'm not sure how the restaurant was.
Reviewed on Nov 10, 2026

3.5-star property
The Docent's Collection at 178 Middle Street
Downtown Portland
9.8/10 Exceptional! (81 reviews)
Jan 21 - Jan 27
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 $1,379, price is now $1,069 per person
$1,069
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

3.5-star property
Blind Tiger Portland - Danforth Street.
West End
9.6/10 Exceptional! (199 reviews)
Jan 21 - Jan 27
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 $1,410, price is now $1,135 per person
$1,135
per person
found 1 day ago
Top rated hotels for your Littlejohn Island vacation package

The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
9.86 mi from city center
$91 nightly
The price is $101 total per night
$101 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
10.72 mi from city center
$76 nightly
The price is $84 total per night
$84 total
Nov 18 - Nov 19
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

Fireside Inn & Suites Portland
81 Riverside St Portland ME
Free Cancellation
Reserve now, pay when you stay
11.32 mi from city center
$77 nightly
The price is $86 total per night
$86 total
Nov 15 - Nov 16
Total with taxes and fees
At Fireside Inn & Suites Portland, guests enjoy an indoor pool, a gym, and a sauna. A stay here includes free parking. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
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