Title: Book the Best Great Diamond Island LUXURY Hotels - Upscale Hotels in Great Diamond Island, ME | Expedia.ca [Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Vacation Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides) ![Summer on Casco Bay](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Great Diamond Island, 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 Great Diamond Island Luxury Hotels Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-26&endDate=2025-12-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Great Diamond Island luxury hotels ![On the beach, fishing](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d.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) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/ceaf2fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d47dc205.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 (294) "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) ![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/1000000/900000/898700/898621/171efe7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/e9f78f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/w7357h4908x4y4-d5ff64f0.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 (1722) "Great hotel in the perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $151 CA $220 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060.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) ![Rooftop bar, ocean views, open select days](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/w4000h2663x0y0-afc287ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/6645ae1e.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 (1001) "Helpful and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wei Chien CA $122 CA $135 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Royal Suite, 1 Bedroom](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/fe8abaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a5f194ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/4099b709.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 $214 CA $237 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/46b14734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/130000/126800/126758/ce6ea468.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) ### 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 $212 CA $231 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-Brewster-House-Bed-Breakfast.h126758.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) ![Exterior](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/5cbd2b9f.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) ![Lobby](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/a12adc1a.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 (1001) "Wonderful experience ... would definitely come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lynda CA $167 CA $185 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/c5c4f760.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/385a7714.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 (1322) "Very nice, fun pool, lovely staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $91 CA $99 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/2e5de67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/cafac0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/6dd3e447.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 (140) "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 $159 CA $228 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/73d7ad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e637b60c.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 9.0/10 Wonderful (1439) "Excellent, clean, and the breakfast was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daihanny CA $107 CA $118 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/c3c24612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/0882fecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/4df81d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/12000/11961/2db0386a.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 (1000) "Perfection! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $163 CA $177 total includes taxes & fees Jan 4 - Jan 5, 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=2026-01-10&endDate=2026-01-11®ionId=6342016&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![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 "Convenient location with great breakfast" [](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 "Everything about my stay at the long creek hotel was beyond my expectations! The friendliest staff I have ever had the pleasure of meeting! Definitely one of my new favorite local hotel getaways! " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.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 "Very clean and cozy rooms, staff goes above and beyond to make you feel welcome and safe. Great coordination with Portland Jetport, and made me feel totally safe and reassured when snow ban was in effect for travel. Defiantly would return even if I’m not waiting for a flight! " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "Clean room and friendly staff" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.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 "The shuttle was a big plus. " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "Great place- best in Portland. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Great stay.. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Room was spotless and the staff was so kind and welcoming " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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 "Helpful staff" [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Beach Hotel Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beach-Hotel.0-0-d55620-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Boutique-Hotel.0-0-d55620-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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