Title: TOP Hotels with Entertainment in Great Diamond Island, ME for 2026 | Expedia.co.uk [Great Diamond Island Travel Guide](https://expedia.co.uk/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.co.uk/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Holiday Rentals in Great Diamond Island](https://expedia.co.uk/Great-Diamond-Island-Holiday-Rentals.d6342016.Travel-Guide-HolidayRentals)[Flights to Great Diamond Island](https://expedia.co.uk/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Great-Diamond-Island.d6342016.Car-Hire-Guide)[Great Diamond Island Holidays](https://expedia.co.uk/Great-Diamond-Island.d6342016.Holidays-City-Breaks) ![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 Hotels with Entertainment in Great Diamond Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Hotels with Entertainment Tonight [14 Dec - 15 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [15 Dec - 16 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Diamond Island hotels with entertainment ![Snack bar](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df.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) ![Reception](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/3701f117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Portland Airport Area [](https://www.expedia.co.uk/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) South Portland 8.8/10 Excellent (1651) "Staff was friendly and hotel was clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianna £54 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/415bf320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2557x3y3-d064711d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2559x3y0-27d25b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront [](https://www.expedia.co.uk/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1007) "Great staff and a surprisingly great free breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £79 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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) ![Rooftop bar, ocean views, open selected days](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/w4000h2663x0y0-afc287ff.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/3f71cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview [](https://www.expedia.co.uk/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 £81 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/c466b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/f59c5135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/973084b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Portland Downtown-Old Port [](https://www.expedia.co.uk/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) East Bayside 9.4/10 Exceptional (1133) "Super modern, super clean, super friendly staff, love Cambria hotels" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £102 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/8a8afa7d.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, 2 Queen Beds | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/ad82a00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Portland Downtown Waterfront ME [](https://www.expedia.co.uk/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) Downtown Portland 8.8/10 Excellent (1004) "Clean, good breakfast and nice bar! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £65 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information) ![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/583cbf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/b1cacb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/cc9a9772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2908/302acebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada Plaza by Wyndham Portland [](https://www.expedia.co.uk/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.Hotel-Information) Nasons Corner 7.8/10 Good (1025) "Always enjoy staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah £74 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/bce07578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/0933a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/330145d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/10d66cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kendall Inn [](https://www.expedia.co.uk/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) Freeport 9.8/10 Exceptional (145) "Quaint stay. Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda £136 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) ![Baxter | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/74e6928d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/14fe9553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/680841e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland - Danforth Street. [](https://www.expedia.co.uk/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) West End 9.6/10 Exceptional (167) "The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darby £166 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) ![Signature Apartment, 2 Bedrooms | Living area | 52-inch LED TV with satellite channels, TV, streaming services](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/a144a9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, 1 Queen Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/7f412864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Apartment, 1 Queen Bed with Sofa bed | Blackout curtains, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/65cf9a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Loft, 1 Bedroom | Blackout curtains, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/2a2bbf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Docent’s Collection – Thompson Block [](https://www.expedia.co.uk/Portland-Hotels-121-Middle-Urban-Inn.h38770068.Hotel-Information) Downtown Portland 9.6/10 Exceptional (257) "Excellent property and the staff was so wonderful, would definitely come back here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ERIC £116 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Portland-Hotels-121-Middle-Urban-Inn.h38770068.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279657/1419a830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279657/54546515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Double Beds with Kitchen Ocean View Second Floor (Corner Unit - V10) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279657/72d9a3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279657/a39f288c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beau Rivage Motel [](https://www.expedia.co.uk/Portland-Hotels-Beau-Rivage-Motel.h13279657.Hotel-Information) Old Orchard Beach 8.2/10 Very good (318) "Staff was friendly and rooms were clean!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura £95 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Portland-Hotels-Beau-Rivage-Motel.h13279657.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.co.uk/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29®ionId=6342016&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![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 and comfortable room, nice staff" [](https://expedia.co.uk/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "yes" [](https://expedia.co.uk/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "coean and stylish room. Staff were helpful and friendly. Great location." [](https://expedia.co.uk/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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.co.uk/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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 "Very nice place" [](https://expedia.co.uk/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 "Everything was great! However it would nivce if there was a microwave at the snack stations on each floor." [](https://expedia.co.uk/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.co.uk/Portland-Hotels-Fireside-Inn-Suites.h9842.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.co.uk/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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