Title: Chebeague Island Holidays 2026 from £992 | Expedia.co.uk [Hotels in Chebeague Island](https://expedia.co.uk/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Holiday Rentals in Chebeague Island](https://expedia.co.uk/Chebeague-Island-Holiday-Rentals.d6046986.Travel-Guide-HolidayRentals)[Chebeague Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chebeague-Island.d6046986.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chebeague Island Holidays from £992 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Chebeague Island Holiday Book a Chebeague Island holiday package that has only the things you need and nothing you don't. Good for festivals, markets and walking, consider staying in the neighbourhood of Parkside. If a sightseeing tour is part of the programme during your trip to Chebeague Island, check out major attractions like [Eagle Island](https://www.expedia.co.uk/Eagle-Island-Maine.d6336768.Attraction), [Little John Island Preserve](https://www.expedia.co.uk/Little-John-Island-Preserve-Yarmouth.d553248621532668101.Attraction) and [Sturdivant Island](https://www.expedia.co.uk/Sturdivant-Island-Maine.d553248635976195124.Attraction). That dream Chebeague Island holiday is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style. ## Top Chebeague Island Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Breakwater Inn](https://images.trvl-media.com/lodging/1000000/920000/915200/915136/fd6ea643_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Breakwater Inn £992 per person 26 May - 31 May found 16 hours ago Return direct flight included London (LHR) to Portland (PWM) 8.4/10 Very Good! (53 reviews) Room was wonderful,perfect. Staff could not have been nicer Reviewed on 19 Dec 2025 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/c4a328d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection £1,166 per person 26 May - 31 May found 16 hours ago Return direct flight included London (LHR) to Portland (PWM) 9.4/10 Exceptional! (686 reviews) Historic, cozy, and charming mansions and rooms...our stay was amazing. Reviewed on 15 Mar 2026 ## Chebeague Island Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Portland Intl. Jetport Airport (PWM) | | Max Temp Winter | \-1.11ºC | | Max Temp Summer | 21ºC | | Top Sights | [State Theatre](https://www.expedia.co.uk/State-Theatre-Downtown-Portland.d553248621532668181.Attraction), [East End Beach](https://www.expedia.co.uk/East-End-Beach-East-End.d6326357.Attraction) and [Portland Museum of Art](https://www.expedia.co.uk/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Attraction) | ## Top hotels in Chebeague Island ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin Portland Harborview 157 High St Portland ME Fully refundableReserve now, pay when you stay £81 12 Apr - 13 Apr includes taxes & fees 8.8/10 Excellent! (1,000 reviews) Beautiful room, clean shower Reviewed on 17 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true®ionId=6046986) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundable £64 13 Apr - 14 Apr includes taxes & fees 8/10 Very Good! (1,401 reviews) Great, 4:30 am shuttle to Airport Reviewed on 19 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=6046986) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay 9.2/10 Wonderful! (1,770 reviews) A very nice and unique hotel in a great location. Would definitely stay again. Reviewed on 21 Mar 2026 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=6046986) [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=6046986) [See all 2,274 properties in Chebeague Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F03%2F2026&endDate=24%2F03%2F2026®ionId=6046986) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia - 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