Cliff Island Vacations from $331
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The Latest Cliff Island vacation packages
Price found within the past 48 hours. Click for updated prices.
84 Main
Price was $435, price is now $331 per person
$331
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $1,216, price is now $862 per person
$862
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from
Reviewed on Jan 23, 2026
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $1,099, price is now $832 per person
$832
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Phenomenal service and food with stunning east coast views. A favorite for sure.
Reviewed on Jan 23, 2026
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was $942, price is now $730 per person
$730
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
8.8/10 Excellent! (1,002 reviews)
Nice clean and quiet room. Had to wait for coffee at the included breakfast and juice machine was out of order. $40.00 valet parking, which is typical for hotels in the old port.
Reviewed on Feb 2, 2026
Inn By The Sea
Save 100% on your flight
Price was $1,561, price is now $1,217 per person
$1,217
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected
Reviewed on Nov 16, 2025
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View all tripsCliff Island Hotel Deals
Long Creek Hotel by IHG
171 Philbrook Ave South Portland ME
Fully refundable
$78 nightly
The price is $85 total per night from Feb 5 to Feb 6
$85 total
Feb 5 - Feb 6
Total with taxes and fees
7.4/10 Good! (1,006 reviews)
Clean room, comfortable beds, pet friendly, and very professional and personable staff. Extended my stay for another night
Reviewed on Jan 30, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $156 total per night from Feb 9 to Feb 10
$156 total
Feb 9 - Feb 10
Total with taxes and fees
9.2/10 Wonderful! (1,745 reviews)
Room very clean. All staff professional and courteous
Reviewed on Jan 30, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Feb 5 to Feb 6
$85 total
Feb 5 - Feb 6
Total with taxes and fees
8/10 Very Good! (1,336 reviews)
Everything was wonderful
Reviewed on Jan 31, 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.
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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.
