Title: Bailey Island Bridge Tours - Book Now | Expedia.com [Bailey Island Bridge Hotels](https://expedia.com/Bailey-Island-Bridge-Hotels.0-l6077256-0.Travel-Guide-Filter-Hotels)[Flights to Bailey Island](https://expedia.com/Cheap-Flights-To-Bailey-Island.d6046825.Travel-Guide-Flights)[Car Rentals in Bailey Island Bridge](https://expedia.com/Car-Rentals-In-Bailey-Island-Bridge.d6077256.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.com/Bailey-Island.d6046825.Destination-Travel-Guides) # Bailey Island Bridge Tours ## Visit Bailey Island Bridge Activities --- --- Some bridges could be the tallest, oldest or longest and may take trains, vehicles or pedestrians. Find out what sets Bailey Island Bridge apart and the long history behind it. This longstanding structure in [Bailey Island](https://www.expedia.com/Bailey-Island.dx6046825) is popular with travelers, so make sure it features on your travel plans. Don't think that's all there is to do here, though. There are plenty more spots ready for you to explore after Bailey Island Bridge. Casco Bay, Land's End Gift Shop, and Paddleworks are not far away. ## Plan a trip to see Bailey Island Bridge Price found within the past 48 hours. Click for updated prices. ![The Docent’s Collection – Thompson Block](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/e5025392_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent’s Collection – Thompson Block Downtown Portland $398 per person Apr 4 - Apr 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.6/10 Exceptional! (249 reviews) Room was very clean, neat vibe, tons of space! Made coming back from Reviewed on Jan 23, 2026 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea $510 per person Apr 4 - Apr 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland $402 per person Apr 4 - Apr 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Nice and clean hotel with a nice restaurant. Reviewed on Feb 1, 2026 ### Popular places to visit ![Two brown horses standing by a gate in a meadow on Wolfe Island, Ontario, Canada](https://images.trvl-media.com/place/6190014/dc65d40c-8438-4995-a1f0-ab9292e05755.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wolfe's Neck Farm 4.5/5(8 reviews) Explore the great outdoors at Wolfe's Neck Farm, a lovely green space in Freeport. Stroll along the area's seaside or simply enjoy its seafood restaurants. [](https://expedia.com/Wolfes-Neck-Farm-Freeport.d6190014.Vacation-Attraction) ![Osprey Nesting Grounds, Googins Island, Wolfe's Neck State Park, Freeport, Maine](https://images.trvl-media.com/place/6190008/8bb2136d-ae7a-4796-ba96-0a4de6c13e0c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wolfe's Neck Woods State Park You can take time to visit Wolfe's Neck Woods State Park during your travels to Freeport. Stroll along the area's seaside or simply enjoy its seafood restaurants. [](https://expedia.com/Wolfes-Neck-Woods-State-Park-Freeport.d6190008.Vacation-Attraction) ![Bradbury Mountain State Park featuring a small town or village, fall colors and landscape views](https://images.trvl-media.com/place/553248621533117431/6181e976-9bcc-4b48-a734-00d372c92ca8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bradbury Mountain State Park Reach the summit of a mountain, have a picnic and count soaring hawks at this pretty park, one of Maine’s five original state parks. [](https://expedia.com/Bradbury-Mountain-State-Park-Freeport.d553248621533117431.Vacation-Attraction) ![Harrington House](https://images.trvl-media.com/place/6180407/874a4ffa-3690-4c1b-88f1-9a7dc6756d35.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harrington House Delve into the history of southern Maine and life in the 19th century at this intriguing and well-preserved home in Freeport. [](https://expedia.com/Harrington-House-Freeport.d6180407.Vacation-Attraction) #### 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. [](https://expedia.com/Cobwork-Bridge-Bailey-Island.d553248621532668105.Vacation-Attraction) #### Paddleworks Enjoy an outing to Paddleworks during your stay in Orrs Island. Wander the seaside and beaches in the area. [](https://expedia.com/Paddleworks-Orrs-Island.d553248621532668107.Vacation-Attraction) --- ## Best Lodging Options Near Bailey Island Bridge ## Check availability on hotels close to Bailey Island Bridge [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2026-02-05&endDate=2026-02-06)[Feb 5 - Feb 6](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2026-02-05&endDate=2026-02-06) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2026-02-06&endDate=2026-02-07)[Feb 6 - Feb 7](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2026-02-06&endDate=2026-02-07) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026)[Feb 6 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2%2F6%2F2026&endDate=2%2F8%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6077256&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ![Orchid Harbor, Bailey Island 3BR](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/f2588ea3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Orchid Harbor, Bailey Island 3BR Harpswell ME [](https://expedia.com/Bailey-Island-Hotels-Orchid-Harbor.h103524025.Hotel-Information) ![Sunset Hideaway on Bailey Island](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103524000/2aa8e5f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunset Hideaway on Bailey Island Harpswell ME [](https://expedia.com/Bailey-Island-Hotels-Sunset-Hideaway-On-Bailey-Island.h103524000.Hotel-Information) ![Great location on Bailey Island](https://images.trvl-media.com/lodging/74000000/73040000/73031900/73031861/6f29f24f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great location on Bailey Island Harpswell ME [](https://expedia.com/Bailey-Island-Hotels-Great-Location-On-Bailey-Island.h73031861.Hotel-Information) ![The Beach House Bailey Island Maine](https://images.trvl-media.com/lodging/46000000/45320000/45315700/45315625/57bf75ec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Beach House Bailey Island Maine Harpswell ME [](https://expedia.com/Bailey-Island-Hotels-The-Beach-House-Bailey-Island-Maine.h45315625.Hotel-Information) ![Beautifully landscaped, Spacious home, conveniently located in Harpswell](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/8785d8f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautifully landscaped, Spacious home, conveniently located in Harpswell Bailey Island ME [](https://expedia.com/Bailey-Island-Hotels-Beautifully-Landscaped.h71057403.Hotel-Information) ![New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/c81a9afc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach Bailey Island ME [](https://expedia.com/Bailey-Island-Hotels-New-Cottage-Perfect-For-A-Peaceful-And-Quiet-Stay-On-The-Ocean-With-Beach.h27118287.Hotel-Information) ![Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!](https://images.trvl-media.com/lodging/116000000/115560000/115556900/115556886/a91fe0ac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook! Harpswell ME [](https://expedia.com/Harpswell-Hotels-Enjoy-Stunning-Ocean-Views-Coastal-Access-At-Sea-Mist-Overlook.h115556886.Hotel-Information) ![Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people](https://images.trvl-media.com/lodging/104000000/103770000/103762700/103762659/1f4ceeb9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people Harpswell ME [](https://expedia.com/Harpswell-Hotels-Classic-3-Bedroom-Cape-On-The-Stunning-Coast-Of-Maine.h103762659.Hotel-Information) ![Recently updated cottage featuring beautiful easterly views of Casco Bay](https://images.trvl-media.com/lodging/75000000/74890000/74888700/74888692/e738e8d0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Recently updated cottage featuring beautiful easterly views of Casco Bay Bailey Island Maine [](https://expedia.com/Bailey-Island-Hotels-Recently-Updated-Cottage-Featuring-Beautiful-Easterly-Views-Of-Casco-Bay.h74888692.Hotel-Information) [See all 652 properties in Bailey Island Bridge](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6077256) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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