
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

Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 2 Sept to 3 Sept
AU$259
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"Nice sized room, good location, free bagels and muffins for breakfast."
Reviewed on 25 Aug. 2025

Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 27 Aug to 28 Aug
AU$180
27 Aug - 28 Aug
includes taxes & fees
7.8/10 Good! (1,248 reviews)
"the breakfast was great"
Reviewed on 25 Aug. 2025

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 2 Sept to 3 Sept
AU$217
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,050 reviews)
"Great"
Reviewed on 24 Aug. 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.