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Your Bailey Island Vacation
With one of our vacation packages to Bailey Island, you'll have endless opportunities for relaxation and adventure. There's lots to experience, including its coastal scenery and spectacular views. If sightseeing is on the cards during your trip to Bailey Island, check out popular attractions like Bailey Island Bridge, Lands End Gift Shop and Ragged Island. A few quick clicks is all it takes to build a customized Bailey Island vacation on Expedia.
The Latest Bailey Island vacation packages

Ogunquit River Inn & Suites
Reviewed on Jul 10, 2025


Kennebunkport Captains Collection
Reviewed on Jul 8, 2025


Portland Harbor Hotel
Reviewed on Jul 10, 2025
Discover the most popular places to visit in Bailey Island
Bailey Island Bridge
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.
Cobwork Bridge
You can find out about the history of Bailey Island when you stop by Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.
Bailey Island Hotel Deals

Reviewed on Jul 10, 2025

Reviewed on Jul 7, 2025

Reviewed on Jul 10, 2025
Find the Best Bailey Island Vacation Packages
Bailey Island Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Max Temp Winter | 30ºF |
Max Temp Summer | 70ºF |
Top Sights | Thomas Point Beach, Sand Beach and Wolfes Neck Woods State Park |
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