Bailey Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island ME
10/10 Exceptional! (210 reviews)
Great hosts, peaceful place, house was great!
Reviewed on 20 Nov 2025
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 30 Nov to 1 Dec
AU$142
30 Nov - 1 Dec
includes taxes & fees
7.8/10 Good! (1,250 reviews)
Yes we loved room 511 with the pull out bed chair !
Reviewed on 19 Nov 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 30 Nov to 1 Dec
AU$238
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (1,678 reviews)
Excellent location, helpful front desk, quiet, clean, well-appointed room.
Reviewed on 18 Nov 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.
Explore a world of travel with Expedia
Lodging
- B&B in Brunswick
- Caravan Parks in Brunswick
- Holiday Homes in Brunswick
- Hostels in Brunswick
- Accor Hotels in Brunswick
- Boutique Hotels in Brunswick
- Business Hotels in Brunswick
- Cheap Hotels in Brunswick
- Family Hotels in Brunswick
- Hotels with Parking in Brunswick
- Hotels with Pool in Brunswick
- Pet Friendly Hotels in Brunswick
- Spa Hotels in Brunswick
- Brunswick Hotels
- Motels in Brunswick
- Resort in Brunswick
- Cousins Island Hotels
- Cumberland Center Hotels
- B&B in Cumberland Foreside
- Cundys Harbor Hotels
- Falmouth Foreside Hotels
- Falmouth Hotels
- Motels in Falmouth
- Freeport Hotels
- Caravan Parks in Georgetown
- Hostels in Georgetown
- Beach Hotels in Georgetown
- Historic Hotels in Georgetown
- Hotels with Pool in Georgetown
- Pet Friendly Hotels in Georgetown
- Georgetown Hotels
- Holiday Parks in Great Diamond Island
- Beach Hotels in Great Diamond Island
- Great Diamond Island Hotels
- Castles in Great Island
- Cheap Hotels in Great Island
- Resort in Great Island
- Harpswell Hotels
- Hotels near LL Bean Flagship Store
- B&B in Long Island
- Caravan Parks in Long Island
- Holiday Homes in Long Island
- Beach Hotels in Long Island
- Luxury Hotels in Long Island
- Long Island Hotels
- Resort in Long Island
- Hotels near Maine Street
- Golf Hotels in Peaks Island
- Peaks Island Hotels
- Resort in Peaks Island
- Hotels near Portland Head Light
- B&B in Topsham
- Topsham Hotels
- Hotels near Willard Beach
- B&B in Yarmouth
- Family Hotels in Yarmouth
- Luxury Hotels in Yarmouth
- Yarmouth Hotels
Packages
- Aquaboggan Water Park
- Arundel Holidays
- Auburn Mall
- Barrett Park
- Boothbay Harbor Holidays
- Bowdoin College
- Cabbage Island
- Visit Casco Bay Islands
- Casco Bay
- Central Coast Holidays
- Denmark Holidays
- Dunegrass Golf Club
- East End Beach
- Eastern Promenade
- Footbridge Beach
- Gooch's Beach
- Visit Great Diamond Island
- Visit Hermit Island
- Leeds Holidays
- Litchfield Holidays
- Mother's Beach
- Norway Holidays
- Paddleworks
- Pirate's Cove
- Portland Holidays
- Scarborough Beach State Park
- South Coast Holidays
- Thompson's Point
- University of Southern Maine
- Victoria Mansion
- Wedding Cake House
- Wilbur's of Maine Chocolate Confections
- Windham Holidays
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
