Title: Book the Best Hotels with BARS in Great Diamond Island in 2025 | 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 Hotels with Bar 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 Hotels with Bar ## Top Great Diamond Island Hotels with Bar ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/e64c361a.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bcaa0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Germaine Inn South Portland South Portland 7.6/10 Good (333) "Very nice remake of an old Howard Johnson, conveniently located for road trip" CA $126 CA $138 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![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) ![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) ![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 (829) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" CA $167 CA $182 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/171efe7b.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/w7354h4909x8y4-ca190742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Harbor Hotel Downtown Portland 9.2/10 Wonderful (1625) "Loved our visit! " CA $172 CA $243 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349.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) ![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) ![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) ### Hyatt Place Portland Downtown - Old Port Square Downtown Portland 8.8/10 Excellent (1218) "Great hotel in great location." CA $166 CA $183 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/513ce4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 (1016) "Great location, easy valley parking, clean rooms, friendly staff" CA $154 CA $171 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.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) ![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) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1129) "Very nice hotel, clean, comfortable and breakfast was excellent." CA $140 CA $155 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.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) ![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/e65ba906.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 East Bayside 9.2/10 Wonderful (1008) "Excellent hotel close to Burlington and Green Mountain attractions. Excellent dining option - Farmhouse Tap & Grill." 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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33.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) ![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 Downtown Portland 9.4/10 Exceptional (1471) "Great restaurant and lounge " CA $192 CA $213 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/58d00c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/0a470c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/bc15f23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/3fa8041e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Freeport Downtown Freeport 9.0/10 Wonderful (1001) "Many shopping options, great restaurants nearby. " CA $137 CA $149 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Freeport-Downtown.h1184003.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) ![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) ![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) ### 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. " CA $330 CA $402 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.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=2025-10-31&endDate=2025-11-01®ionId=6342016&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "My wife loved the shower! Hot and heavy pouring. Walkable to wharfs, shopping and restaurants. Large room and very large bathroom." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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 "Nice hotel in a good location. Friendly staff. Clean room." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Perfect location, great staff, very quiet, comfortable beds, very clean." [](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 "The Hampton Inn Portland Downtown Waterfront is in an excellent location near Old Port and the waterfront restaurants. It was very easy to retreat to our room during the day to cool down and relax in between sightseeing and shopping. The parking is weirdly expensive for such a hotel, but the valets were professional and easy to work with." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "The airport shuttle was great. The rooms were clean and the front desk was helpful. I would stay here again." [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Super friendly staff, clean, comfortable and conveniently located! The breakfast was especially good and the staff couldn't have been friendlier! I would absolutely go back!" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.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 "clean room. staff very helpful" [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.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 "We loved our stay at Portland Regency! Staff were friendly, welcoming and helpful and responded immediately to any requests. We did not dine at the hotel but enjoy the basement bar. The room, whilst lacking a 'view' was large and the bed was enormous. The bathroom had everything we could ask for and more! We loved being so central that we could nip back several times a day in the unseasonable heat to refresh ourselves with the air con!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "The room was clean and nice. They provided a wonderful breakfast. With eggs, sausage, bread & waffles." 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