Title: Book the Best HISTORIC Hotels in Casco Bay Islands in 2025 | Expedia.ca [Casco Bay Islands Travel Guide](https://expedia.ca/Casco-Bay-Islands.dx553248621532668098)[Hotels in Casco Bay Islands](https://expedia.ca/Casco-Bay-Islands-Hotels.d553248621532668098.Travel-Guide-Hotels)[Vacation Rentals in Casco Bay Islands](https://expedia.ca/Casco-Bay-Islands-Vacation-Rentals.d553248621532668098.Travel-Guide-VacationRentals)[Flights to Casco Bay Islands](https://expedia.ca/Cheap-Flights-To-Casco-Bay-Islands.d553248621532668098.Travel-Guide-Flights)[Casco Bay Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Casco-Bay-Islands.d553248621532668098.Car-Rental-Guide)[Casco Bay Islands Vacation Packages](https://expedia.ca/Casco-Bay-Islands.d553248621532668098.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/e4a6b1b412662f557ec45267f6320f34.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Casco Bay Islands, ME from CA $394 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Casco Bay Islands Historic Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Casco Bay Islands Historic Hotels ![Sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250149/64ae4155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250149/288e8833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250149/1c4ff179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1260000/1250200/1250149/73ae5730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chebeague Island Inn Chebeague Island 8.8/10 Excellent (77) "Great place to go and relax for a few days." [](https://www.expedia.ca/Portland-Hotels-Chebeague-Island-Inn.h1250149.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9710000/9709500/9709454/f8431270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/10000000/9710000/9709500/9709454/929bb6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/10000000/9710000/9709500/9709454/cd488d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch served](https://images.trvl-media.com/lodging/10000000/9710000/9709500/9709454/0305b790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Diamond Cove Portland 8.8/10 Excellent (193) "Great rooms and staff and local restaurants. " CA $312 CA $394 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Portland-Hotels-Inn-At-Diamond-Cove.h9709454.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=2025-10-13&endDate=2025-10-14®ionId=553248621532668098&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Casco Bay Islands Hotel Reviews ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Disappointed that they charge extra for breakfast. Been using Hyatt and Hyatt Place’s for years and was never asked before to pay for breakfast. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Great hotel, highly recommend!" [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Inn at St John Portland In-Town](//images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg) ### Inn at St John Portland In-Town 10/10 Excellent "Hotel in great old Victorian house." [](https://expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Lovely historical hotel right in the heart of Portland’s old port area. Charming!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Very comfortable bed and pleasant stay. Easy parking and quiet. " [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "One of my top places to stay. " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "clean, convenient shuttle, and walkable to restaurants" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Staff was friendly. Awesome view of the water in the room. Room was clean" [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "Hotel was clean and comfortable and conveniently located close to downtown Portland. Staff were friendly and breakfast was a nice amenity. 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