Title: Book the Best Casco Bay Islands LUXURY Hotels - Upscale Hotels in Casco Bay Islands, ME | 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) ![East End Beach featuring a bay or harbour, a sandy beach and general coastal views](https://images.trvl-media.com/place/6326357/46d75cc8-fd44-4622-94a7-56bd0db96e00.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Casco Bay Islands, ME - ![](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 availability on Casco Bay Islands Luxury Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-12-14&endDate=2025-12-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-12-15&endDate=2025-12-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532668098&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Casco Bay Islands luxury hotels ![Children's activities](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/a8100548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/w3000h1738x0y6-31368348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/9ea2cb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/86bdeae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn By The Sea [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) Cape Elizabeth 9.4/10 Exceptional (293) "Room was ready early friendly staff and room is better than expected " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/b69d3811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/w7358h4910x2y0-600c9123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Harbor Hotel [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1712) "Beautiful room, friendly staff, and perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $152 CA $220 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/32dbbc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/03dd3ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/4ac68c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy by Hilton Portland Waterfront [](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1005) "Staff was lovely. Room was excellent and the hotel decor is very appealing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harris CA $168 CA $186 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/3f71cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/cb70d528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/0d5763da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) Downtown Portland 8.8/10 Excellent (1002) "Helpful and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wei Chien CA $135 CA $149 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a6526c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/fef56748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite, 1 Bedroom](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/w4000h2664x0y0-48091b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/2027a5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Press Hotel, Marriott Autograph Collection [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1001) "Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PETER CA $215 CA $238 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2f62fb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/2712ac37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/f26861cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/46b14734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster House Bed & Breakfast [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) Freeport 9.8/10 Exceptional (114) "The food was wonderful and the hospitality was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia CA $246 CA $268 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/6983fdb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/41cba30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/26dc82a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Portland [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) South Portland 8.0/10 Very good (1311) "Staff were very attentive, breakfast had good choices. Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $102 CA $111 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/23bb68b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/3150dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/f196755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) Downtown Portland 8.8/10 Excellent (1430) "Every thing was perfect, service, accomodations, and friendly staff!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $107 CA $119 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/be8e38da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/b7e27ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/5b47f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Exterior](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/7fe25763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Longfellow Hotel [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) Parkside 9.6/10 Exceptional (138) "Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $160 CA $229 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/2db0386a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/e8a147e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/2d498563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/2e2b5432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Sheraton at Sable Oaks [](https://www.expedia.ca/Portland-Hotels-Portland-Sheraton-At-Sable-Oaks.h11961.Hotel-Information) South Portland 8.4/10 Very good (1001) "Perfection! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $164 CA $179 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Portland-Hotels-Portland-Sheraton-At-Sable-Oaks.h11961.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=2025-12-28&endDate=2025-12-29®ionId=553248621532668098&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top Casco Bay Islands Hotel Reviews ![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 "Every thing was perfect, service, accomodations, and friendly staff!!!" [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Perfect room and perfect staff! Excellent on everything " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![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 "Clean rooms and friendly staff! About a 10-15 min drive from downtown Portland." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative)" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Everything was great! However it would nivce if there was a microwave at the snack stations on each floor." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Fireside Inn & Suites Portland](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg) ### Fireside Inn & Suites Portland 10/10 Excellent "The room was clean" [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information) ![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn South Portland Airport 10/10 Excellent "great staff, clean, safe" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.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 "Everything " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!" 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