Bailey Island Holidays
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Your Bailey Island Holiday
With one of our holiday packages to Bailey Island, you'll have limitless opportunities for adventure and relaxation. There's a lot to look forward to, including its coastal scenery and spectacular views. If your trip to Bailey Island includes a little sightseeing, drop by well-known attractions like Bailey Island Bridge, Lands End Gift Shop and Eagle Island. Your Bailey Island holiday is clicks away. Explore hotels, airfares and more on Expedia for an adventure that's tailored just for you.
Bailey Island Holiday
Bailey Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 21ºC |
Top Sights | Sand Beach, Thomas Point Beach and Wolfes Neck Woods State Park |
Our pick of the best Bailey Island Hotel Deals
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 23 Apr to 24 Apr
AU$204
23 Apr - 24 Apr
includes taxes & fees
8.8/10 Excellent! (1,006 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 6 Apr 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is AU$216 per night from 14 Apr to 15 Apr
AU$216
14 Apr - 15 Apr
includes taxes & fees
9.4/10 Exceptional! (1,189 reviews)
Clean, quiet, good stay.
Reviewed on 6 Apr 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$244 per night from 26 Apr to 27 Apr
AU$244
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,767 reviews)
Wonderful staff!
Reviewed on 10 Apr 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.
