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.
Portland Harbor Hotel
Downtown Portland
Price was CA $1,931, price is now CA $1,399 per person
CA $1,399
per person
May 22 - May 27
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
I would definitely recommend the Portland Harbor Hotel. The location was perfect for visiting the Old Port area; one block up from the waterfront. The hotel was quiet. The rooms were well appointed (we had a courtyard view junior suite. The staff was very friendly and a pleasure to speak with. The restaurant had a very nice breakfast menu as well as a dinner menu.
Reviewed on Apr 10, 2026
Canopy by Hilton Portland Waterfront
Downtown Portland
Price was CA $2,042, price is now CA $1,637 per person
CA $1,637
per person
May 22 - May 27
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
Amazing hotel and staff. Stayed here for my partner’s birthday and the staff were very helpful and super nice. We had an amazing time and really appreciated all the birthday touches. Our favorite hotel in Portland! We have stayed here twice now and it was great to see how consistent they are. The staff is always warm and friendly and the amenities are great.
Reviewed on Apr 11, 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was CA $1,805, price is now CA $1,481 per person
CA $1,481
per person
May 22 - May 27
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,619 reviews)
We loved our stay here. Location is perfect! Front desk and valet are helpful and make scheduling a shuttle to the airport or train station a breeze. Zero complaints about the property and will be happy to stay here again anytime.
Reviewed on Apr 8, 2026
Orrs Island Hotel Deals
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Apr 12 to Apr 13
CA $206
CA $228 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional ...
Reviewed on Apr 6, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $156 per night from Apr 14 to Apr 15
CA $156
CA $211 total
Apr 14 - Apr 15
includes taxes & fees
9.4/10 Exceptional! (1,189 reviews)
Clean, quiet, good stay.
Reviewed on Apr 6, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Apr 26 to Apr 27
CA $168
CA $239 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,767 reviews)
Wonderful staff!
Reviewed on Apr 10, 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.
