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.
84 Main
Price was CA $1,365, price is now CA $1,065 per person
CA $1,065
per person
Apr 11 - Apr 16
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025
Cliff House Maine
Bald Head
Price was CA $2,857, price is now CA $2,139 per person
CA $2,139
per person
May 7 - May 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Excellent stay! One of the best in New England!
Reviewed on Feb 22, 2026
The Weldon Hotel
Downtown Portland
Price was CA $1,752, price is now CA $1,428 per person
CA $1,428
per person
May 7 - May 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.
Reviewed on Jan 3, 2026
Orrs Island Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Mar 5 to Mar 6
CA $105
CA $117 total
Mar 5 - Mar 6
includes taxes & fees
8/10 Very Good! (1,379 reviews)
great location, no frills, clean and kind staff
Reviewed on Feb 23, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Feb 26 to Feb 27
CA $156
CA $225 total
Feb 26 - Feb 27
includes taxes & fees
9.2/10 Wonderful! (1,775 reviews)
Location was great, staff was friendly (especially adam at the front desk) but the bed was very uncomfortable, pillows were cheap and deflated, and the whole "resort fee" was very offputting. I would rather just be told a real rate when I book over getting an extra few hundred in charges. The 35$ ...
Reviewed on Feb 23, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Mar 1 to Mar 2
CA $157
CA $174 total
Mar 1 - Mar 2
includes taxes & fees
9.4/10 Exceptional! (1,588 reviews)
Beautiful.. great location, great bar and menu.
Reviewed on Feb 18, 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.
