Title: TOP Romantic Hotels in Great Diamond Island, ME for 2026 - Great Diamond Island Romantic Getaways | 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 Romantic Hotels Tonight [9 Feb - 10 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [10 Feb - 11 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-02-10&endDate=2026-02-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6342016&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Great Diamond Island romantic hotels ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/b990d573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/965f6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LL Bean House | Living area | 32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/3ca6fad2.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) ### The Harraseeket Inn & Event House Freeport Downtown [](https://www.expedia.co.uk/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) Freeport 9.4/10 Exceptional (892 reviews) "Really great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carissa £95 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/46133e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/fa088373.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 [](https://www.expedia.co.uk/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1,585 reviews) "The room was impeccable, the restaurant was delicious and perfect location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elvira [](https://www.expedia.co.uk/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![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/e65ba906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/85c5315c.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) ### AC Hotel Portland Downtown/Waterfront, ME [](https://www.expedia.co.uk/Portland-Hotels-AC-Hotel-By-Marriott-Portland-DowntownWaterfront.h22514704.Hotel-Information) East Bayside 9.2/10 Wonderful (1,004 reviews) "Great all around stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £77 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Portland-Hotels-AC-Hotel-By-Marriott-Portland-DowntownWaterfront.h22514704.Hotel-Information) ![Children’s activities](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/a8100548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/w3000h1738x0y6-31368348.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/9ea2cb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn By The Sea [](https://www.expedia.co.uk/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) Cape Elizabeth 9.4/10 Exceptional (296 reviews) "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.co.uk/Portland-Hotels-Inn-By-The-Sea.h1542725.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) ![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 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 (1,007 reviews) "Great location and my accommodations were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark £80 includes taxes & fees 24 Feb - 25 Feb [](https://www.expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top 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) ![50-inch LED TV with cable channels, TV, MP3 dock](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/c8e21f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine [](https://www.expedia.co.uk/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) Portland 9.4/10 Exceptional (1,155 reviews) "Fun hotel excellent and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £89 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/f196755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/23bb68b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/a54ab0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG [](https://www.expedia.co.uk/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1,478 reviews) "Staff was helpful, room was clean, view or harbor was pretty" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra £64 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/ed84bcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Great Diamond Island Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/7f5fc132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cliff Island | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/0088e0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cushing Island | Living area | 30-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/c761a553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn On Peaks Island [](https://www.expedia.co.uk/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information) Peaks Island 9.0/10 Wonderful (107 reviews) "Excellent little getaway in a very quaint island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kellie Slate £87 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Portland-Hotels-Inn-On-Peaks-Island.h15283574.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) ![Fireplace](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/4ac68c9c.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) ![Bar (on property)](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/9f59647a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy by Hilton Portland Waterfront [](https://www.expedia.co.uk/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1,006 reviews) "Lovely staff, room, and great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kali £91 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/febecc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/c45c6030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/0b020324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/856c8922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Merry Manor Inn [](https://www.expedia.co.uk/Portland-Hotels-Best-Western-Merry-Manor-Inn.h15845.Hotel-Information) Highland 9.0/10 Wonderful (1,003 reviews) "Very pleased with our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda £82 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Portland-Hotels-Best-Western-Merry-Manor-Inn.h15845.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=2026-02-23&endDate=2026-02-24®ionId=6342016&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Great Diamond Island ### Great Diamond Island attractions for couples Great Diamond Island, a hidden gem off the coast of Portland, Maine, offers a variety of activities and experiences that cater to discerning travellers. Explore the island's rich history by visiting the historic Fort McKinley, where you can wander through old military structures and take in stunning views of Casco Bay. For nature enthusiasts, the island's scenic hiking trails provide a perfect opportunity to immerse yourself in its natural beauty, with paths that wind through lush forests and lead to breathtaking coastal overlooks. Families will enjoy a day at the beach, where kids can build sandcastles while parents relax and soak up the sun. If you're seeking adventure, consider renting a kayak to explore the island's picturesque shoreline and spot local wildlife. When it comes to accommodation, the Great Diamond Island Inn offers a unique experience, blending rustic charm with modern comforts. Staying here allows you to unwind amidst tranquil surroundings while enjoying attentive service, making it a perfect base for your island explorations. With its delightful mix of history, outdoor activities, and quality lodging, Great Diamond Island promises a memorable getaway for families looking to create lasting memories. ### Find the best romantic hotels in Great Diamond Island For couples seeking a romantic retreat to Great Diamond Island, these hotels promise an enchanting experience with stunning views and intimate amenities. [**Inn at Diamond Cove**](https://www.expedia.co.uk/Portland-Hotels-Inn-At-Diamond-Cove.h9709454.Hotel-Information) - **Why it's great for a couples retreat:** The Inn at Diamond Cove is an idyllic getaway for couples looking to reconnect. With an excellent guest review rating of 8.8, this charming inn offers a serene escape where guests can relish a tranquil atmosphere. The hotel features delightful outdoor terraces perfect for enjoying a morning coffee or a sunset glass of wine, enhancing the romantic experience amidst the natural beauty of the island. - **Other amenities:** Beyond its romantic offerings, the Inn boasts an outdoor pool where guests can sunbathe on loungers, alongside tennis courts for some light-hearted competition. Couples can enjoy motorboating, kayaking, and boat tours nearby, providing a wealth of opportunities for adventure together. The inn also features a cozy fireplace in select rooms, a restaurant with ocean views, and a well-equipped kitchenette for those who prefer in-room dining. A fitness centre ensures that active couples can maintain their routines, while the garden provides a picturesque setting for leisurely strolls. - **Nearby attractions:** Casco Bay - 0 km, Sand Beach - 3 km, East End Beach - 8 km ## Top Great Diamond Island Hotel Reviews ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "The front desk and valet are always amazing." [](https://expedia.co.uk/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Room and room service was great. Awesome location as well." [](https://expedia.co.uk/Portland-Hotels-The-Westin-Portland-Harborview.h6273.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 "Snacks and happy hour" [](https://expedia.co.uk/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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 "Great experience. I was allowed to have late checkout and left my bags with concierge to have time in the downtown area. Friendly staff. The breakfast was excellent." [](https://expedia.co.uk/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "Staff was great. Such a roomy space! Loved it. Fantastic Breakfast included! Great Stay. Highly recommend! " [](https://expedia.co.uk/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "The room was spotless and had a beautiful view of the bay! Richard at the front desk was very friendly." [](https://expedia.co.uk/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "I had an increadoble stay. I had lost heat and needed to go somewhere overnight. I was just overwhelmed amd exhausted. I came with my puppy and they were kimd to both of us. Everything was so clean. Everybody was so nice. They gave me the latest checkout that was available on that day, which ended up being perfect.the kindness alone... id give them 10 stars." [](https://expedia.co.uk/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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 "Clean room and Priscilla at the front desk is very friendly and personable!" [](https://expedia.co.uk/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![Old Orchard Beach Inn](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609_y.jpg) ### Old Orchard Beach Inn 10/10 Excellent "Beautiful quaint hotel. Clean rooms " [](https://expedia.co.uk/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Portland ](https://www.expedia.co.uk/5Star-Portland-Hotels.s50-0-d181420.Travel-Guide-Filter-Hotels) - [Condo Rentals in Casco Bay Islands ](https://www.expedia.co.uk/Casco-Bay-Islands-Condos.d553248621532668098-aaCondos.Travel-Guide-Accommodation) - [Hotels with Parking in Casco Bay Islands ](https://www.expedia.co.uk/Casco-Bay-Islands-Hotels-Hotel-With-Parking.0-0-d553248621532668098-thotelwithparking.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Casco Bay Islands ](https://www.expedia.co.uk/Casco-Bay-Islands-Hotels-Luxury-Hotel.0-0-d553248621532668098-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Casco Bay Islands Hotels ](https://www.expedia.co.uk/Casco-Bay-Islands-Hotels.d553248621532668098.Travel-Guide-Hotels) - [Villas in Casco Bay Islands ](https://www.expedia.co.uk/Casco-Bay-Islands-Villas.d553248621532668098-aaVillas.Travel-Guide-Accommodation) - 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