Title: Book the Best Hotels with BARS in Chebeague Island in 2026 | Expedia.ca [Hotels in Chebeague Island](https://expedia.ca/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Vacation Rentals in Chebeague Island](https://expedia.ca/Chebeague-Island-Vacation-Rentals.d6046986.Travel-Guide-VacationRentals)[Flights to Chebeague Island](https://expedia.ca/Cheap-Flights-To-Chebeague-Island.d6046986.Travel-Guide-Flights)[Chebeague Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)[Chebeague Island Vacation Packages](https://expedia.ca/Chebeague-Island.d6046986.Destination-Travel-Guides) ![Early morning harbor in Maine](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Chebeague Island, ME from CA $113 - ![](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 Chebeague Island Hotels with Bar ## Top Chebeague 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) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/2233a3c4.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 Thorton Heights 7.6/10 Good (401) "Amazing price, clean comfortable room, heated pool, free breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue CA $113 CA $123 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/ec896d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/afa1cd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/f8d50db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brunswick Hotel Brunswick 9.4/10 Exceptional (874) "The room was very clean and the staff was so friendly!!! Definitely will stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/3d7b1f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Single Room, 1 King Bed](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/d6e6b3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/347bdfb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Federal Brunswick 9.6/10 Exceptional (553) "We really enjoyed the hotel and area!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele Mary [](https://www.expedia.ca/Brunswick-Hotels-The-Federal.h75630171.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) ![1 bedroom, premium bedding, pillowtop 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) ![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 (1127) "Hotel was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $131 CA $145 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/6983fdb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/41cba30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/385a7714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Portland South Portland 8.0/10 Very good (1335) "Staff were very attentive, breakfast had good choices. Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liliana CA $104 CA $113 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e637b60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/3150dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/a27c6785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland 8.8/10 Excellent (1419) "The staff was very helpful and the location was great!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $103 CA $114 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/e9f78f3a.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) ### Portland Harbor Hotel Downtown Portland 9.2/10 Wonderful (1709) "The location is perfect and the rooms are so comfortable. We enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $156 CA $226 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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) ![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) ![Reception](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/99e8f1d5.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 (869) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofia CA $152 CA $166 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.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) ![Exterior](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/497a6028.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) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/ea594a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Portland Downtown - Old Port Square Downtown Portland 9.0/10 Wonderful (1275) "Room was great, awesome location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erick CA $152 CA $168 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/c78d3763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/258a1396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/87725c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Portland Downtown-Old Port East Bayside 9.4/10 Exceptional (1126) "Excellent room and accommodations in nice location near so much of downtown Portland’s charms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NEWELL CA $138 CA $191 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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=2025-12-19&endDate=2025-12-20®ionId=6046986&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Chebeague Island Hotel Reviews ![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 time" [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "Beautiful hotel" [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://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 "Staff were fabulous. Room was spotless and smelled clean. All around, a very nice stay. Definitely worth the money." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.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 "This is our favorite spot to stay when we go to State Theater. The harbor view room on the 14th floor was gorgeous. The bed is very comfortable and I love the shower with aromatherapy shampoo. The staff is very friendly and I always look forward to the breakfast. " [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.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 "Fantastic and warm welcome. " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "We enjoyed the hotel very much. Stylish room and nice amenities. Perfect location. We were here for Thanksgiving weekend. The only bummer of the trip was the Thanksgiving Buffet. Meh food, served in what felt like the community room in an assisted living home. That gripe aside, we enjoyed our stay and would return to this property without hesitation." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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 "Nice room, central location, great spa and very helpful staff!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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, comfortable and convenient location." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn South Portland Airport 10/10 Excellent "The room was very clean and the beds were sooo comfortable. It's really the best place at the Portland Airport. The breakfast was terrific too!" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Chebeague Island? ### What are the best hotels with bars in Chebeague Island? ### What is there to do in Chebeague Island? ### When is the best time to visit Chebeague Island? ### How can I get to Chebeague Island and around the area? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Bailey Island ](https://www.expedia.ca/Bailey-Island-Hotels-Beach-Hotel.0-0-d6046825-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bailey Island ](https://www.expedia.ca/Bailey-Island-Hotels-Cheap-Hotels.0-0-d6046825-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bailey Island ](https://www.expedia.ca/Bailey-Island-Hotels-Hotel-With-Pool.0-0-d6046825-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bailey Island ](https://www.expedia.ca/Bailey-Island-Hotels-Luxury-Hotel.0-0-d6046825-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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