Title: Great Diamond Island Chalets | 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) ![](https://mediaim.expedia.com/destination/2/f025022e6f41a1444f171eeef26e2d2c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Robbie Martin # Search Chalets in Great Diamond Island ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Great Diamond Island Chalets We don't have any properties that match your exact search [See all properties in Great Diamond Island](https://expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04®ionId=6342016&adults=2) ## Recommended hotels in Great Diamond Island ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/63465027.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) ![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) ### Germaine Inn South Portland South Portland 7.6/10 Good (348) "Good location and reasonable price for a clean room and all you need if your just staying a night or two. I would book this hotel again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Troy CA $126 CA $138 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.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) ![Exterior](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/497a6028.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) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/ea594a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Portland Downtown - Old Port Square Downtown Portland 8.8/10 Excellent (1222) "Great hotel in great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $163 CA $180 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Porch](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6e75a85b.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) ### Comfort Inn Brunswick Brunswick 9.0/10 Wonderful (1020) "I would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $133 CA $145 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/w7357h4908x4y4-d5ff64f0.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) ### Portland Harbor Hotel Downtown Portland 9.2/10 Wonderful (1632) "Loved our visit! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $161 CA $232 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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) ![Minibar](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6493d9ed.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) ![Dinner served](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/7c1bebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1129) "Very nice hotel, clean, comfortable and breakfast was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $130 CA $144 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![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) ![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) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.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) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (833) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $167 CA $182 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.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) ![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) ![Superior Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/44847adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casco Bay Inn Freeport 8.0/10 Very good (1041) "The stay was comfortable and close to what we wanted to do. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $138 CA $150 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.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) ![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) ![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) ### Hilton Garden Inn Portland Downtown Waterfront Downtown Portland 9.2/10 Wonderful (1019) "Great location, easy valley parking, clean rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $154 CA $171 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/5b504f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/e4c63ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/1d0158f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/8d5c3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelers Inn Brunswick 9.0/10 Wonderful (1026) "Friendly staff, very clean and comfortable room,and a good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ted CA $105 CA $115 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.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) ![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) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/37ad9881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/e65ba906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel Portland Downtown/Waterfront, ME East Bayside 9.2/10 Wonderful (1009) "Excellent hotel close to Burlington and Green Mountain attractions. Excellent dining option - Farmhouse Tap & Grill." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arkadiy CA $150 CA $166 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/540cc5e2.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) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1005) "Hotel was great, super friendly and helpful staff, breakfast had many choices, very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $131 CA $143 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/713ed3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/7762fb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03c54bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Portland Airport Area South Portland 9.0/10 Wonderful (1588) "Third stay here and as always, its just perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn CA $114 CA $124 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/86bdeae0.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) ![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) ### Inn By The Sea Cape Elizabeth 9.4/10 Exceptional (283) "Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $321 CA $391 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/7d36c6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/27ffce50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/6ffb8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall South Portland 7.8/10 Good (1346) "Everyone was very pleasant. Breakfast very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $91 CA $99 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.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) ![Gym](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/e38717ee.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) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1479) "Loved this spot " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Anita CA $197 CA $219 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/addf7c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/3b324a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/314b0556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/c6962e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Freeport by IHG Freeport 8.6/10 Excellent (1014) "Will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $132 CA $144 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Express-Hotel-Suites-Freeport.h1509679.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/df8d0c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/60360506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking, Corner](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/88202c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Portland Downtown Waterfront ME Downtown Portland 8.8/10 Excellent (997) "It very close to all the shops and restaurants by the port and very walkable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $139 CA $154 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.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) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/721f535e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Portland Downtown/Waterfront Downtown Portland 9.2/10 Wonderful (1004) "We enjoyed our stay. Great location. The beds were comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $157 CA $174 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Courtyard-Portland-DowntownWaterfront.h7897850.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/w4000h2663x0y0-afc287ff.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/1000000/10000/6300/6273/3136b7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview Downtown Portland 8.8/10 Excellent (1010) "I enjoyed my stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $160 CA $177 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/330000/327900/327816/916a3f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/330000/327900/327816/f34d2fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327900/327816/cad2c2ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/330000/327900/327816/fd0001fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Saco/Old Orchard Beach Area Saco 7.4/10 Good (1033) "Very clean room and good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $118 CA $129 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portland-Hotels-Ramada-By-Wyndham-SacoOld-Orchard-Beach-Area.h327816.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=2025-11-03&endDate=2025-11-04®ionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%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 ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Yes nice staff" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "Room was clean and very well maintained. Breakfast was tasty. " [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Fireside Inn & Suites Portland](//images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg) ### Fireside Inn & Suites Portland 10/10 Excellent "Everything was convenient. " [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information) ![Tru by Hilton Portland Airport Area](//images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "Reasonably priced hotel near to Portland which is a lovely city to visit. Comfortable spacious rooms. Easy parking. Good breakfast." [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Very clean and walkable to most of the city." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "The staff were super friendly. The breakfast was good " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Canopy by Hilton Portland Waterfront](//images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg) ### Canopy by Hilton Portland Waterfront 10/10 Excellent "Wonderful experience here. Clean convenient and great staff " [](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.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 "The airport shuttle was professio" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![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 "Was a great location. We had an amazing view of the harbor from our room." [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ## Find out more about Great Diamond Island ## Great Diamond Island Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## 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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[Treehouses in Portland](https://www.expedia.ca/Portland-Treehouses.d181420-aaTreehouses.Travel-Guide-Accommodation) - [South Portland Hotels](https://www.expedia.ca/South-Portland-Hotels.d6769.Travel-Guide-Hotels) - [Hotels near Southern Maine Community College](https://www.expedia.ca/Southern-Maine-Community-College-Hotels.0-l553248621555471470-0.Travel-Guide-Filter-Hotels) - [Hotels near Spring Point Ledge Lighthouse](https://www.expedia.ca/Spring-Point-Ledge-Lighthouse-Hotels.0-l6327870-0.Travel-Guide-Filter-Hotels) - [Hotels near Willard Beach](https://www.expedia.ca/Willard-Beach-Hotels.0-l6077248-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Willard Beach](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Adults-Only-Resorts.0-n643570660110589952-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Willard Beach](https://www.expedia.ca/Willard-Beach-South-Portland-Hotels-Hotels-With-Free-Airport-Shuttle.0-n643570660110589952-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - 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[Book Chalets in Great Diamond Island on Expedia.com](https://www.expedia.com/Great-Diamond-Island-Chalets.d6342016-aaChalets.Travel-Guide-Accommodation)