Title: The Best 5 Star Hotels in Chebeague Island, ME from $82 | Expedia.com [Chebeague Island Travel Guide](https://expedia.com/Chebeague-Island.dx6046986)[Hotels in Chebeague Island](https://expedia.com/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Vacation Rentals in Chebeague Island](https://expedia.com/Chebeague-Island-Vacation-Rentals.d6046986.Travel-Guide-VacationRentals)[Flights to Chebeague Island](https://expedia.com/Cheap-Flights-To-Chebeague-Island.d6046986.Travel-Guide-Flights)[Car Rentals in Chebeague Island](https://expedia.com/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)[Chebeague Island Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Chebeague Island 5 Star Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-03-22&endDate=2026-03-23&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-03-23&endDate=2026-03-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-04-03&endDate=2026-04-05&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.com/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.com/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/c479d2b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Portland Harborview 157 High St Portland ME $98 nightly $108 total Apr 12 - Apr 13 Total with taxes and fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.com/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Portland-By the Bay by IHG 88 Spring St Portland ME $74 nightly $82 total Mar 29 - Mar 30 Total with taxes and fees 9/10 Wonderful! (1,479 reviews) [](https://expedia.com/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Portland Harbor Hotel 468 Fore Street Portland ME $161 nightly $178 total Apr 5 - Apr 6 Total with taxes and fees 9.2/10 Wonderful! (1,770 reviews) [](https://expedia.com/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) Still don't see what you're looking for? [See all properties in Chebeague Island.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®ionId=6046986&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®ionId=6046986&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®ionId=6046986&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®ionId=6046986&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®ionId=6046986&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F23%2F2026&endDate=3%2F24%2F2026®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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&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 There's nothing wrong with enjoying the finer things in life. Why not request the best on your excursion to Chebeague Island? There's no reason to delay a getaway to Chebeague Island any longer. You'll join the multitudes of vacationers who have made Chebeague Island so fashionable in the last few seasons. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. 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 You'll have a wonderful time at one of these 5-star hotels. Michelin-starred restaurants, concierges, and pillow-fluffing are all at the ready. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What creature comforts do you want in your lodging? A rejuvenating facial treatment to help your cares fall away? A concierge to help you make reservations at that outstanding restaurant? Beautiful furniture, delectable chocolate desserts, and even space for your family pet in some cases...these hotels will leave you amazed. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chebeague Island are waiting for you to rest up after a busy day. ### Your Getaway Starts Today The results are in, and Chebeague Island 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Opt for 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 $82 ### 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 - Vacation Rentals - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [5 Star Hotels in Casco Bay Islands ](https://www.expedia.com/5Star-Casco-Bay-Islands-Hotels.s50-0-d553248621532668098.Travel-Guide-Filter-Hotels) - [Casco Bay Islands Hotels ](https://www.expedia.com/Casco-Bay-Islands-Hotels.d553248621532668098.Travel-Guide-Hotels) - [Rv Parks in Casco Bay Islands ](https://www.expedia.com/Casco-Bay-Islands-RV-Parks.d553248621532668098-aaRVParks.Travel-Guide-Accommodation) - [B&B in Casco Bay Islands ](https://www.expedia.com/Casco-Bay-Islands-Bed-And-Breakfast.d553248621532668098-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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