Title: 5 Stars Hotels in Chebeague Island, Maine from CA $100 - Find Cheap Chebeague Island Hotels With 5 Stars | Expedia.ca [Chebeague Island Travel Guide](https://expedia.ca/Chebeague-Island.dx6046986)[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) # 5 Stars Hotels in Chebeague Island, Maine from CA $100 - ![](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 5 Star Hotels Tonight [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-12-22&endDate=2025-12-23&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-12-23&endDate=2025-12-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chebeague-Island-Hotels.s50-0-d6046986.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chebeague-Island-Hotels.s50-0-d6046986.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chebeague Island. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Portland Harborview 157 High St Portland ME CA $135 CA $150 total Jan 6 - Jan 7, 2026 includes taxes & fees 8.8/10 Excellent! (1,002 reviews) [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Portland Harbor Hotel 468 Fore Street Portland ME CA $126 CA $192 total Dec 24 - Dec 25 includes taxes & fees 9.2/10 Wonderful! (1,711 reviews) [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Portland 363 Maine Mall Rd South Portland ME CA $92 CA $100 total Jan 1 - Jan 2, 2026 includes taxes & fees 7.8/10 Good! (1,318 reviews) [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) Still don't see what you're looking for? [See all properties in Chebeague Island.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025®ionId=6046986&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Chebeague Island Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails. [See all hotels in Chebeague Island](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&adults=2®ionId=6046986) ![Early morning harbor in Maine](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=900&h=604&p=1&q=high) ## Top Chebeague Island Hotel Reviews ## Find out more about Chebeague Island ## Five Star Hotels in Chebeague Island There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chebeague Island so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chebeague Island and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chebeague Island Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chebeague Island The results are in, and Chebeague Island 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chebeague Island! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chebeague Island today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chebeague Island? > - Search for the lowest price per night from CA $100 ### What makes a hotel 5 stars in Chebeague Island? ### Are there any 5-star all-inclusive resorts in Chebeague Island? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Acton ](https://www.expedia.ca/2Star-Acton-Hotels.s20-0-d3000421200.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Old Orchard Beach ](https://www.expedia.ca/2Star-Old-Orchard-Beach-Hotels.s20-0-d9256.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Portland ](https://www.expedia.ca/2Star-Portland-Hotels.s20-0-d181420.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Wells ](https://www.expedia.ca/2Star-Wells-Hotels.s20-0-d56045.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Limerick ](https://www.expedia.ca/3Star-Limerick-Hotels.s30-0-d3000439954.Travel-Guide-Filter-Hotels) - 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