Orrs Island Vacation Packages
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Your Orrs Island Vacation
Spend less time travel planning and more time having memorable adventures with a Orrs Island vacation package. The neighborhood of Harpswell, which is good for nature and culture, makes a fantastic base for your city getaway. Like to get out and explore? Bailey Island Bridge, Lands End Gift Shop and Eagle Island are among the top places to visit during your trip to Orrs Island. Your Orrs Island vacation is just clicks away. Search hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.
Top Orrs Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove
Price was CA $1,413, price is now CA $1,014 per person
CA $1,014
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (196 reviews)
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.
Reviewed on Jun 29, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $2,567, price is now CA $1,990 per person
CA $1,990
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.
Reviewed on Jun 26, 2026
The Weldon Hotel
Downtown Portland
Price was CA $2,947, price is now CA $2,359 per person
CA $2,359
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $2,123, price is now CA $1,706 per person
CA $1,706
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor.
The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved.
Air conditioning wasn't working. Never got below 74 degrees F in room tho AC ran the whole time.
Reviewed on Jun 29, 2026
Orrs Island Hotel Deals
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 1 to Jul 2
CA $190
CA $211 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."
Reviewed on Jun 26, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $401 per night from Jul 5 to Jul 6
CA $401
CA $498 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,775 reviews)
"Clean room but the room wasn't well cleaned during the stay. They picked up towels but I noticed trash on the floor. The 35 facility fee is a joke. Not much to use for 35. If you have breakfast or drinks then the fee is waved. Air conditioning wasn't working. Never got below 74 degrees F in room ..."
Reviewed on Jun 29, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $355 per night from Jul 5 to Jul 6
CA $355
CA $432 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,252 reviews)
"Great location, beautiful, modern rooms with big bathrooms, comfortable beds, spacious areas for storing luggage, etc. and terrific electric black out shades. Very quiet and peaceful. Beautiful garden in the back and easy access to parking garage and Old Port activities. Highly recommend."
Reviewed on Jun 29, 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.
