Title: Book the Best ROMANTIC Hotels in Great Diamond Island, ME - Great Diamond Island Romantic Getaways | 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 # Find Romantic Hotels in Great Diamond Island, ME ![](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 availability on Great Diamond Island Romantic Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Great Diamond Island Romantic Hotels ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.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 (834) "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) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/80c2d1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centerview cottage Harpswell 9.6/10 Exceptional (58) "Tip Top!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia M. CA $338 CA $576 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information) ![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) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/ceaf2fc9.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 (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 $334 CA $408 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.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) ![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/23000000/22520000/22514800/22514704/37ad9881.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 (1000) "Very nice hotel. Lots of things to do and places to eat close by." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon 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/1000000/20000/14800/14751/cbc24127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.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) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1116) "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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33.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) ![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) ![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) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1482) "staff was amazing, room was spotless and comfy, easy to walk downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $195 CA $216 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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) ![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) ![Studio, One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/877219ef.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) ### Hampton Inn Portland Downtown - Waterfront Downtown Portland 8.8/10 Excellent (1027) "Room and breakfast were very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee CA $136 CA $150 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/6645ae1e.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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/57552257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/44b25a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/a88a3e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/3f754004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound) Brunswick 9.8/10 Exceptional (27) "Great location and just the place we needed to explore Brunswick. The A/C units were welcome in the midst of the wave of warm weather! The landlord was very responsive. We’d stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana B. CA $217 CA $526 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Brunswick-Hotels-Brand-New-Downtown-2BR-On-Noble-Next-To-Bowdoin.h59656609.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) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/32dbbc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/03dd3ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/5cbd2b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy by Hilton Portland Waterfront Downtown Portland 9.4/10 Exceptional (1025) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $191 CA $211 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.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=2025-11-05&endDate=2025-11-06®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 is a hidden gem in Casco Bay, perfect for families and adventurous travellers. Start your journey with a visit to the historic Fort McKinley, where you can explore its fascinating military history while enjoying panoramic views of the surrounding waters. Next, let your family’s creativity flow at the island's art galleries, showcasing local artists and offering workshops that cater to different ages. For outdoor enthusiasts, a hike along the scenic coastal trails provides stunning vistas and opportunities for birdwatching, while the sandy beaches invite you to relax or try your hand at kayaking. Don't miss the chance to delve into the island's vibrant marine life with a guided boat tour, perfect for spotting seals and other wildlife. After a day of exploration, unwind in the charming accommodations available, many of which offer beachfront access and family-friendly amenities, ensuring a comfortable stay while you soak up the island's tranquil atmosphere. Great Diamond Island combines the thrill of adventure with the comfort of quality service, making it a memorable escape for you and your loved ones. ### Find the best romantic hotels in Great Diamond Island For couples seeking a romantic getaway on Great Diamond Island, these exquisite hotels offer the perfect backdrop for love and relaxation. Each hotel is designed to enhance your intimate experience with charming amenities and beautiful surroundings. [Inn at Diamond Cove](https://www.expedia.ca/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 retreat for couples looking to unwind together, with an excellent traveler review rating of 8.8. With its serene location, travelers can enjoy an outdoor pool and charming terrace, perfect for soaking up the sun or sharing a romantic sunset. The well-equipped accommodations include kitchenettes and a cozy fireplace, creating an inviting atmosphere for a couple's escape. - **Other amenities:** Guests can take advantage of nearby motorboating, kayaking, and boat tours to explore the stunning waters around the island. The hotel features tennis courts for some playful competition, while the garden offers a tranquil space for leisurely strolls. Enjoy breakfast with a view at the oceanfront restaurant or retreat to your private balcony for quiet moments together. Additional conveniences include free toiletries, air conditioning, and a mini-refrigerator to enhance your stay. - **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](//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) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great stay! Clean rooms, pleasant and helpful staff, great food and variety in breakfast offerings. Great location within walkable distance from shopping, restaurants and activities around town. Highly recommend!" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Great location. Loved ocean view. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Ramada Plaza by Wyndham Portland](//images.trvl-media.com/lodging/1000000/10000/3000/2908/f5509e04_y.jpg) ### Ramada Plaza by Wyndham Portland 10/10 Excellent "No free breakfast but the Stacks restaurant was good. Zero Bar & Grille was a fun place to go for a late dinner. Definitely worth the price for everything being convenient " [](https://expedia.ca/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.Hotel-Information) ![Old Orchard Beach Inn](//images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609_y.jpg) ### Old Orchard Beach Inn 10/10 Excellent "My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn." [](https://expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "The front desk was so helpful and even got me in earlier so i could get some sleep after a very long flight. I jad donner at the restaurant and although they were exceptionally busy, i had fantastic service. The food was wonderful and so were my drinks. The pool was clean and warm. My room was perfectly clean. The front dest really went above and beyond to make my stay absolutely wonderful." 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