Title: Bailey Island Inns from CA $165 | Expedia.ca [Bailey Island Travel Guide](https://expedia.ca/Bailey-Island.dx6046825)[Hotels in Bailey Island](https://expedia.ca/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)[Vacation Rentals in Bailey Island](https://expedia.ca/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals)[Bailey Island Car Rentals](https://expedia.ca/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides) ![Bailey Island featuring a bay or harbour](https://images.trvl-media.com/place/6046825/88defc19-9271-4674-8777-28e057b54db8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6046825/88defc19-9271-4674-8777-28e057b54db8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=INN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bailey Island inns ![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/ed84bcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cliff Island](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/0088e0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cushing Island | Living area](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/c761a553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/9c31270d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn On Peaks Island [](https://www.expedia.ca/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information) Peaks Island 9.0/10 Wonderful (107 reviews) "Excellent little getaway in a very quaint island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kellie Slate CA $152 CA $165 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information) ![Deluxe Room, Ocean View](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/1c19bdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/a11332bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/1326215f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The McKernan Inn [](https://www.expedia.ca/South-Portland-Hotels-The-McKernan-Inn.h105370688.Hotel-Information) South Portland 9.0/10 Wonderful (88 reviews) "Great staff and amenities! Beautiful oceanfront views and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $279 CA $304 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/South-Portland-Hotels-The-McKernan-Inn.h105370688.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04®ionId=6046825&adults=2&lodging=INN&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Inns.d6046825-aaInns.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Inns.d6046825-aaInns.Travel-Guide-Accommodation) ## Top Bailey Island Hotel Reviews ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Nice clean room." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "Very nice hotel in a great location. The staff at the front desk was very friendly and courteous. Easy walk to many restaurants/bars in the Old Port area. We booked a King bed room but they told me they ran out of rooms with a King bed. Not sure how that happens but they upgraded us to a suite which was large and comfortable. " [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg) ### The Westin Portland Harborview 10/10 Excellent "What a great stay and great breakfast " [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Very friendly and accommodating with early check in " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg) ### Aloft Portland Downtown Waterfront ME 10/10 Excellent "Excellent " [](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "nice place! " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg) ### Long Creek Hotel by IHG 10/10 Excellent "Clean spacious room. Mostly friendly staff." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "The room was clean, the staff was nice, and the downstairs bar Happy Hour food AND drink were a pleasantly good surprise! We didn't get to try upstairs but that also looked busy." [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Good stay over all!" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ## Find out more about Bailey Island ## Bailey Island Inns information | Number of reviews | 194 | | ----------------- | ------- | | Accommodation | 3 Inns | | Lowest Price | CA $165 | | Highest Price | CA $304 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Capsule Hotels in Bar Harbor ](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Farmstay in Biddeford Pool ](https://www.expedia.ca/Biddeford-Pool-Agritourism.d553248635976396384-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Biddeford Pool ](https://www.expedia.ca/Biddeford-Pool-Apart-Hotels.d553248635976396384-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Biddeford Pool ](https://www.expedia.ca/Biddeford-Pool-Bed-And-Breakfast.d553248635976396384-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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