Bailey Island Vacations
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Find the Best Bailey Island Vacation Packages
Bailey Island Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,645 per night from Dec 29 to Dec 30
NT$2,645
NT$2,927 total
Dec 29 - Dec 30
includes taxes & fees
7.8/10 Good! (1,293 reviews)
Great room. Courteous staff.
Reviewed on 2025/12/21
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,798 per night from Jan 11 to Jan 12
NT$2,798
NT$3,095 total
Jan 11 - 2026/1/12
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Staff was so friendly and had great dining recommendations. Room was super clean. Hotel was quiet and located in a perfect spot around the corner from the comedy show we went to see. Everything was so nice and good luck to the ginger bread house decoration competitors! We hope our choice wins!
Reviewed on 2025/12/22
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,553 reviews)
Very clean hotel, friendly staff, good food in the pub.
Reviewed on 2025/12/24
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.
Discover the most popular places to visit in Bailey Island
Bailey Island Bridge
4.5/5(9 reviews)
Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
Land's End Gift Shop
Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
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- Goddard Mansion
- Wadsworth-Longfellow House
- Josephine Newman Audubon Sanctuary
- Fort Williams Park
- Little John Island Preserve
- East Prom Trail
- Sewell Pond Conservation Area
- Visit Great Diamond Island
- Visit Casco Bay Islands
- Gilsland Farm Audubon Center
- Popham Beach State Park
- Mast Landing Sanctuary
- Visit Sebasco Estates
- Maine Jewish Museum
- Skolfield-Whittier House
- Portland Head Light
- Land's End Gift Shop
- Maine Medical Center
- Quarry Run Dog Park
- Reid State Park
- Visit Chebeague Island
- Visit Cumberland Center
- Charles Q. Clapp House
- East End Beach
- Arctic Museum and Arctic Studies Center
- Eastern Promenade
- Visit Bailey Island
- Visit Hermit Island
- Southport Memorial Library
- Visit Great Island
- Desert of Maine
- Chocolate Church
- Yarmouth Vacations
- Bath Visitor Information Center
- International Cryptozoology Museum
- Androscoggin Swinging Bridge
- Bowdoin College
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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.
