Title: Great Diamond Island Chalets from CA $91 | 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) # Search Chalets in Great Diamond Island from CA $91 - ![](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 In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Great Diamond Island Chalets No exact matches found, but these alternatives could be just right ## Recommended hotels in Great Diamond Island ![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/99e8f1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/d7b085e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (864) "Afternoon tea was exceptional so was the breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilda CA $153 CA $167 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/2e48d234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/45722919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/50a23de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/513ce4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront Downtown Portland 9.2/10 Wonderful (1017) "Our family enjoyed the pool and hot tub room and hotel was clean and we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $134 CA $148 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![City view](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/541463cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/4f5c0299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6493d9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1133) "Hotel was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $131 CA $145 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/63465027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bcaa0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/433cc32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Germaine Inn South Portland Thorton Heights 7.6/10 Good (400) "Amazing price, clean comfortable room, heated pool, free breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue CA $107 CA $117 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/0873dd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/9d8f8d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/e5da0114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Creek Hotel by IHG South Portland 7.4/10 Good (1003) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario CA $105 CA $115 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/06fb9956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Bay View](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/bc24f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/497a6028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Portland Downtown - Old Port Square Downtown Portland 9.0/10 Wonderful (1265) "Room was great, awesome location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erick CA $139 CA $154 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/20aee801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/9ed84b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6eae7e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/faeaccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Brunswick Brunswick 9.0/10 Wonderful (1009) "Third time I have stayed here and has been great every time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $123 CA $134 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/f2ccc3c3.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) ![Honeymoon Suite, 1 King Bed](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) ### Portland Harbor Hotel Downtown Portland 9.2/10 Wonderful (1698) "Fantastic service and comfortable rooms." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Matthew CA $146 CA $215 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/59ee2cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/f9c45283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/37ad9881.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/23000000/22520000/22514800/22514704/dd9cace5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel Portland Downtown/Waterfront, ME East Bayside 9.2/10 Wonderful (1004) "Great hotel. We'll definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristie CA $128 CA $141 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Portland-Hotels-AC-Hotel-By-Marriott-Portland-DowntownWaterfront.h22514704.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/145cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/63de006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/3f09a2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/65d64cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1003) "Clean rooms friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $128 CA $139 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/b74acb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f079126e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/01a4aa17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/b75a4d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall South Portland 7.8/10 Good (1355) "It was a great stay. Staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $83 CA $91 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/58d00c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/3fa8041e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/0a470c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/bc15f23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Freeport Downtown Freeport 9.0/10 Wonderful (1007) "Clean room, nice staff, and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $122 CA $133 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Freeport-Downtown.h1184003.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/7e1d716a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/39039643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/14bb1d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/b9c00c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Portland Downtown/Waterfront Downtown Portland 9.2/10 Wonderful (1007) "It was a nice stay for the night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy CA $130 CA $144 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Portland-Hotels-Courtyard-Portland-DowntownWaterfront.h7897850.Hotel-Information) ![Tasting room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/bf23cf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/cc4c8f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/44847adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/5b2fac23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casco Bay Inn Freeport 8.0/10 Very good (1006) "Good room, great breakfast options" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke CA $107 CA $117 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information) ![Breakfast, lunch, dinner served; seafood ](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/5fe97bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Interior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d47dc205.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 Cape Elizabeth 9.4/10 Exceptional (291) "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) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/fa088373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/2cd1b596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/21df5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/917fa099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1540) "Fantastic location in the old port area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $182 CA $202 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/52ec4097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/9ee1362e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/42b1c26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Portland Downtown-Old Port East Bayside 9.4/10 Exceptional (1130) "Excellent Hotel and Staff... Would stay here again by choice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $134 CA $186 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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) ![Rooftop bar, ocean views, open select days](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/3136b7c7.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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/cb70d528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview Downtown Portland 8.8/10 Excellent (1004) "I enjoyed my stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $137 CA $152 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/c5c4f760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Portland South Portland 8.0/10 Very good (1320) "Staff were very attentive, breakfast had good choices. Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $104 CA $114 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf899f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/d5d40c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/f77460b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Portland Downtown - Waterfront Downtown Portland 8.8/10 Excellent (1016) "Great location, clean and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb CA $134 CA $148 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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=2025-12-12&endDate=2025-12-13®ionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6342016) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VACATION_HOME) ![](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%2FGreat-Diamond-Island-Chalets.d6342016-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Diamond-Island-Chalets.d6342016-aaChalets.Travel-Guide-Accommodation) ## Top Great Diamond Island Hotel Reviews ![Home2 Suites by Hilton Portland Airport](https://images.trvl-media.com/lodging/25000000/24470000/24464500/24464467/4388a29e_y.jpg) ### Home2 Suites by Hilton Portland Airport 10/10 Excellent "The front desk woman was exceptional. She help me accommodate my husband’s Parkinson’s needs. We are very grateful for her special attention. " [](https://expedia.ca/Portland-Hotels-Home2-Suites-By-Hilton-Portland-Airport.h24464467.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 "10/10 all the way around " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Wonderful place to stay in downtown Portland. Many dining options nearby. I was able to find street parking and avoid the high parking costs." [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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 "Very nice hotel. Conveniently located to a lot of restaurants and shops! " [](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) ![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/16d2210b_y.jpg) ### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel 10/10 Excellent "Good free breakfast" [](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Tasteful decor Lovely view Cozy room Fireplace with a real fire in sitting room Location perfect Staff wonderful Will stay again!" [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "Great staff so very helpful " [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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 "Love this historic charm of this hotel. Room was great, spa is amazing and restaurant choices lovely. Located right in the heart of the Old Port, valet parking makes things really easy and the staff is so friendly. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Super clean room, friendly staff, convenient breakfast. Great for a quick stay close to the airport." [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ## Find out more about Great Diamond Island ## Great Diamond Island Chalets information | Number of reviews | 21,022 | | --- | --- | | Accommodation | 0 Chalets | | Lowest Price | CA $91 | | Highest Price | CA $215 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - Other - More ways to book - [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) - [Condo Rentals in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Condos.d553248635976396384-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Guest-Houses.d553248635976396384-aaGuestHouses.Travel-Guide-Accommodation) - 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