
Casco Bay Islands Vacation Packages
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3.5-star property
The Docent's Collection at 121 Middle Street
Downtown Portland
9.6/10 Exceptional! (419 reviews)
Dec 11 - Dec 13
2 night stay
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
United • Roundtrip • Coach
Price was $683, price is now $566 per person
$566
per person
found 4 hours 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
The Docent's Collection at 178 Middle Street
Downtown Portland
9.8/10 Exceptional! (81 reviews)
Dec 11 - Dec 13
2 night stay
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
United • Roundtrip • Coach
Price was $664, price is now $585 per person
$585
per person
found 4 hours 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
Portland Regency Hotel & Spa
Downtown Portland
9.4/10 Exceptional! (1,780 reviews)
Dec 11 - Dec 13
2 night stay
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
United • Roundtrip • Coach
Price was $865, price is now $778 per person
$778
per person
found 4 hours ago
Love staying at the Portland Regency.
Great location and helpful staff.
Reviewed on Nov 9, 2026
Top rated hotels for your Casco Bay Islands vacation package

The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
8.69 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.

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Free Cancellation
9.78 mi from city center
$81 nightly
The price is $89 total per night
$89 total
Nov 15 - Nov 16
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.

Fireside Inn & Suites Portland
81 Riverside St Portland ME
Free Cancellation
Reserve now, pay when you stay
10.96 mi from city center
$77 nightly
The price is $85 total per night
$85 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.
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