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) ![](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [28 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Mar - 30 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-04-10&endDate=2026-04-12&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) ![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) ![Billiards](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/7762fb2c.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) ### 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 (1,764 reviews) "Nice hotel" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Melanie £66 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1512100/1512059/dd96af6e.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) ![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) ### The Kendall Inn [](https://www.expedia.co.uk/Portland-Hotels-Kendall-Tavern-Inn.h1512059.Hotel-Information) Freeport 9.8/10 Exceptional (145 reviews) "Nice bed and breakfast in quiet area near all the shopping " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suan £140 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Portland-Hotels-Kendall-Tavern-Inn.h1512059.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/3516b137.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 (1,001 reviews) "Staff was very friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juanita £107 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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/f7108437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/497453be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/ed1584b6.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) Downtown Portland 9.4/10 Exceptional (1,177 reviews) "Very clean and great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison £107 includes taxes & fees 26 Apr - 27 Apr [](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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/60360506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/bbcbfe1b.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 (1,000 reviews) "Good location, helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey £83 includes taxes & fees 31 Mar - 1 Apr [](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/1000000/10000/3000/2908/302acebe.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) ### 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 (1,013 reviews) "We’ve stayed here several times in the last 6 to 8 years and the cleanliness is going downhill they need to spruce up a little. The bar/restaurant was very good and fun" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter £65 includes taxes & fees 27 Apr - 28 Apr [](https://www.expedia.co.uk/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.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) ![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) ### The Westin Portland Harborview [](https://www.expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) Downtown Portland 8.8/10 Excellent (1,002 reviews) "Just a great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason £95 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Luxury Loft, 3 Bedrooms | Living area | 52-inch LED TV with satellite channels, TV, streaming services](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/148140d6.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) ![Luxury Loft, 1 Bedroom | Down duvets, laptop workspace, blackout curtains, soundproofing](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/2a2bbf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Loft, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/1558410f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Docent's Collection at 121 Middle Street [](https://www.expedia.co.uk/Portland-Hotels-121-Middle-Urban-Inn.h38770068.Hotel-Information) Downtown Portland 9.6/10 Exceptional (287 reviews) "Checks all the boxes for location, style, space, clean, secure and even the box for "exceeds all expectations"!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £117 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Portland-Hotels-121-Middle-Urban-Inn.h38770068.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/7a3d1c09.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/ade4caf2.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 (178 reviews) "Loved fireplace and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate £178 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Portland-Hotels-Blind-Tiger-Guest-House.h200246.Hotel-Information) ![#12 Sand Dune One Bedroom | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16180000/16170700/16170623/bf12e11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16180000/16170700/16170623/68be04f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16180000/16170700/16170623/6aa505ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16180000/16170700/16170623/a3b2ca94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic Ocean Suites [](https://www.expedia.co.uk/Portland-Hotels-Atlantic-Ocean-Suites.h16170623.Hotel-Information) Old Orchard Beach 8.6/10 Excellent (61 reviews) "Very convenient appartement close to everything, host was friendly and helpful at all time. Would pick that location again!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jean-Philippe £346 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Portland-Hotels-Atlantic-Ocean-Suites.h16170623.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=2026-04-11&endDate=2026-04-12®ionId=6342016&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg) ### Portland Harbor Hotel 6/10 Okay "We paid a little extra for a room with a Courtyard view. What we got was a 2nd floor room as far as possible from the elevator and when I pulled back the curtains I was looking at a giant kitchen exhaust fan that gave us a constant deep buzz in the room. The hotel did not seem busy and this room is literally the only Courtyard room with a giant exhaust stack only feet outside the window. Don't know why we were given literally the worst room available in that category. But I do know that I will avoid this group of hotels from now on. " [](https://expedia.co.uk/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Pool was nice. Very convenient to shopping, restaurants & activities. Great price for what you get. " [](https://expedia.co.uk/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg) ### Portland Regency Hotel & Spa 8/10 Good "Easy check in and valet. Room was clean. While the sauna, Steam and hot tub were nice, if you look too close it doesn't appear to get regular cleaning(floors were not very clean in hot tub area)" [](https://expedia.co.uk/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room, comfy bed, nice breakfast bar." [](https://expedia.co.uk/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg) ### The Westin Portland Harborview 10/10 Excellent "I frequently stay at this property. It is a very clean property with kind and helpful staff and an excellent restaurant and spa. I was locked out of the next door parking garage and Dan (door man?) helped me get my car out. He ran out there in the freezing cold, called the garage mgmt and got me out. Dan deserves a raise." [](https://expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Inn at St John Portland In-Town](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg) ### Inn at St John Portland In-Town 10/10 Excellent "Great place, great location, great breakfast, great service, probably the best place to stay in Portland, a real gem!" [](https://expedia.co.uk/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great location, clean, very happy with our stay" [](https://expedia.co.uk/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Great rooms and nice staff" [](https://expedia.co.uk/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "It’s always a pleasure to stay there." 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