Great Diamond Island Vacation Packages
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Top Great Diamond Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was CA $1,822, price is now CA $1,600 per person
CA $1,600
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
8.8/10 Excellent! (1,004 reviews)
Great location and attentive staff service.
Reviewed on Aug. 23, 2025
The Docent's Collection
Downtown Portland
Price was CA $1,964, price is now CA $1,662 per person
CA $1,662
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
I had a wonderful stay! The place was clean, cozy, and exactly as described. The location was perfect, which made everything smooth and easy. I’d happily stay here again and recommend it to anyone visiting Portland.
Reviewed on Aug. 22, 2025
Canopy by Hilton Portland Waterfront
Downtown Portland
Price was CA $2,010, price is now CA $1,771 per person
CA $1,771
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
9.4/10 Exceptional! (1,009 reviews)
Pretty stunning little spot. As close as you can get to the waterfront, amazing breakfast downstairs, walking distance to the ENTIRE old port, and the staff was sweet as heck. -t
Reviewed on Aug. 22, 2025
Portland Harbor Hotel
Downtown Portland
Price was CA $1,880, price is now CA $1,674 per person
CA $1,674
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Overall a great place and great location, did not like that the terrace could be privately booked and off limits, happened multiple times during our stay.
Reviewed on Aug. 22, 2025
Holiday Inn Portland-By the Bay by IHG
Downtown Portland
Price was CA $1,887, price is now CA $1,716 per person
CA $1,716
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
8.8/10 Excellent! (1,333 reviews)
Given the cost of this room for four nights, it should’ve been a five star experience. It gets three stars.
Reviewed on Aug. 22, 2025
Great Diamond Island Hotel Deals
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Aug 25 to Aug 26
CA $161
CA $175 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (1,214 reviews)
"."
Reviewed on Aug. 21, 2025
Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Aug 25 to Aug 26
CA $210
CA $233 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (1,018 reviews)
"The hotel definitely needs a facelift but it was fine for a brief one night stay. The bed was comfortable. When the elevator got stuck on the 5th floor while we waited in the lobby, the front desk clerk was quick to walk up the 5 flights to address the situation."
Reviewed on Aug. 17, 2025
Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 2 to Sep 3
CA $176
CA $195 total
Sep 2 - Sep 3
includes taxes & fees
7.8/10 Good! (1,043 reviews)
"The hotel was good enough for the time being (felt safe, clean, etc) but was overall just an okay property."
Reviewed on Aug. 20, 2025
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.
Discover the most popular places to visit in Great Diamond Island
State Theatre
4.5/5(5 reviews)
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
5/5(5 reviews)
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
What to do in Great Diamond Island
Afternoon Windjammer Cruise Along the Coast of Portland Maine
CA $92
per adult
Portland: Sightseeing Cruise to Portland Head Light
CA $56
per adult
98% of travellers recommend
Frequently asked questions
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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.