
Bailey Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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$186 per night from 24 Aug to 25 Aug
AU$186
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,092 reviews)
"Decent place. Clean rooms"
Reviewed on 29 Jul. 2025

Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 11 Aug to 12 Aug
AU$262
11 Aug - 12 Aug
includes taxes & fees
7.8/10 Good! (1,038 reviews)
"The lobby is welcoming. I mean spacious, clean and bright!"
Reviewed on 30 Jul. 2025

Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 1 Sept to 2 Sept
AU$227
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,430 reviews)
"Property was dated especially in the entrance, not well lit. But the room was great and I slept so well in that bed, great mattress and pillows ."
Reviewed on 30 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.
Frequently asked questions
More holiday ideas
Expedia's Latest Trends
Hotels
Cars
Activities
Packages
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.