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
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island ME
10/10 Exceptional! (212 reviews)
Wonderful house. Well equipped. Gorgeous view.
Reviewed on 29 Nov 2025
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$110 per night from 11 Jan to 12 Jan
AU$110
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
Clean room
Reviewed on 13 Dec 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 21 Dec to 22 Dec
AU$235
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (1,712 reviews)
Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities.
Reviewed on 12 Dec 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.
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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.
