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.
Portland Harbor Hotel
Downtown Portland
Price was CA $2,666, price is now CA $1,927 per person
CA $1,927
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Nice hotel. From check in to check out, we had everything we needed and pleasant and informed staff to help us enjoy our stay
Reviewed on Mar 18, 2026
Longfellow Hotel
Parkside
Price was CA $2,534, price is now CA $2,214 per person
CA $2,214
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (148 reviews)
I cannot say enough about how amazing the Longfellow Hotel is!! I almost don’t want to say how great it is so that I will be able to stay here whenever I like, and it won’t be booked!! so incredibly comfortable, hip, accommodating. Very simple yet every need is met just the way I like it.
Reviewed on Mar 18, 2026
Kennebunkport Captains Collection
Price was CA $2,663, price is now CA $2,340 per person
CA $2,340
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (686 reviews)
Historic, cozy, and charming mansions and rooms...our stay was amazing.
Reviewed on Mar 15, 2026
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Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was CA $1,953, price is now CA $1,573 per person
CA $1,573
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
Nice hotel. From check in to check out, we had everything we needed and pleasant and informed staff to help us enjoy our stay
Reviewed on Mar 18, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $2,014, price is now CA $1,757 per person
CA $1,757
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
Checks all the boxes for location, style, space, clean, secure and even the box for "exceeds all expectations"!
Reviewed on Mar 18, 2026
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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.
