
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

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$185 per night from 24 Aug to 25 Aug
AU$185
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,106 reviews)
"It was a nice place. The food was limited and the pool could use a cleaning but not to bad. Overall it was a good experience"
Reviewed on 1 Aug. 2025

Germaine Inn South Portland
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is AU$160 per night from 6 Aug to 7 Aug
AU$160
6 Aug - 7 Aug
includes taxes & fees
7.4/10 Good! (116 reviews)
"They did not have my accessible room ready when I arrived at 3 pm. The WiFi setup was very clunky and only partial worked."
Reviewed on 2 Aug. 2025

Ramada Plaza by Wyndham Portland
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 1 Sept to 2 Sept
AU$225
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (1,042 reviews)
"Most comfortable beds! Room could have used a vacuum but sheets were clean and bathtub was clean. No frills, not modern, but served its purpose. Welcome staff was delightful!"
Reviewed on 27 Jul. 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.