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$144 per night from 2 Nov to 3 Nov
AU$144
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (1,115 reviews)
"Fine for a night on our way to the outer parts of Maine"
Reviewed on 6 Oct 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$150 per night from 23 Oct to 24 Oct
AU$150
23 Oct - 24 Oct
includes taxes & fees
7.4/10 Good! (297 reviews)
"Bathtub had some hairs, but other than that, the rest of the room was clean"
Reviewed on 6 Oct 2025
Fireside Inn & Suites Portland
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 3 Nov to 4 Nov
AU$187
3 Nov - 4 Nov
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Rooms were very clean. Family Friendly, son enjoyed the indoor pool multiple times during our visit. Staff were quick and friendly. This visit we had some loud guests above us so rooms not super sound insulated but would still definitely return."
Reviewed on 6 Oct 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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Lodging
- B&B in Brunswick
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- Holiday Homes in Brunswick
- Hostels in Brunswick
- Accor Hotels in Brunswick
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- Business Hotels in Brunswick
- Cheap Hotels in Brunswick
- Family Hotels in Brunswick
- Hotels with Parking in Brunswick
- Hotels with Pool in Brunswick
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- Resort in Brunswick
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- B&B in Cumberland Foreside
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- 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
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- Resort in Long Island
- Hotels near Maine Street
- Golf Hotels in Peaks Island
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- Resort in Peaks Island
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- B&B in Yarmouth
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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.
