Great Island Cheap Vacations
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Flight and Cheap hotel deals in Great Island
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $1,713
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
Cliff House Maine
Bald Head
CA $2,767
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
When we booked the Cliff House Maine, we really weren’t familiar with it. We were happily surprised with our three-day experience there. It was absolutely the highlight of our trip to Maine. We will definitely be back!
Reviewed on Aug 28, 2026
The Weldon Hotel
Downtown Portland
CA $1,751
per person
Nov 13 - Nov 16
found 1 hour ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
9.8/10 Exceptional! (112 reviews)
The room was very clean and nice. The only thing that was not so great was the loud motor going on and off for some of the night. Otherwise it was great!
Reviewed on Aug 26, 2026
Portland Harbor Hotel
Downtown Portland
CA $1,637
per person
Nov 13 - Nov 16
found 1 hour ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
9.2/10 Wonderful! (1,817 reviews)
Great location. Loved the outdoor space. Bed comfort could have been better and room air control too loud and disruptive Comfier chairs in room would have been welcome
Reviewed on Aug 30, 2026
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View all trips3 Night Cheap holidays in Great Island
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $1,713
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
Cliff House Maine
Bald Head
CA $2,767
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
When we booked the Cliff House Maine, we really weren’t familiar with it. We were happily surprised with our three-day experience there. It was absolutely the highlight of our trip to Maine. We will definitely be back!
Reviewed on Aug 28, 2026
The Weldon Hotel
Downtown Portland
CA $1,751
per person
Nov 13 - Nov 16
found 1 hour ago
Roundtrip flight included
Regina (YQR) to Portland (PWM)
9.8/10 Exceptional! (112 reviews)
The room was very clean and nice. The only thing that was not so great was the loud motor going on and off for some of the night. Otherwise it was great!
Reviewed on Aug 26, 2026
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View all trips4 Night Cheap holidays in Great Island
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $2,637
per person
Oct 8 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
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