Title: Chebeague Island Holidays 2026 from £989 | 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 £989 ## 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. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland £989 per person 9 Apr - 13 Apr found 8 hours ago Return flight included London (LGW) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) The room was clean and comfortable. Thr hotel itself was beautiful Reviewed on 4 Feb 2026 ![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The McKernan Inn £1,038 per person 9 Apr - 13 Apr found 8 hours ago Return flight included London (LGW) to Portland (PWM) 9/10 Wonderful! (83 reviews) Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation! Reviewed on 27 Dec 2025 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland £1,054 per person 9 Apr - 13 Apr found 8 hours ago Return flight included London (LGW) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Nice and clean hotel with a nice restaurant. Reviewed on 1 Feb 2026 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea £1,203 per person 9 Apr - 13 Apr found 8 hours ago Return flight included London (LGW) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on 16 Nov 2025 ![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blind Tiger Portland - Danforth Street. West End £1,194 per person 9 Apr - 13 Apr found 8 hours ago Return flight included London (LGW) to Portland (PWM) 9.6/10 Exceptional! (161 reviews) The whole was cozy! Well curated style and knowledgeable staff. Reviewed on 5 Jan 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 ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Long Creek Hotel by IHG 171 Philbrook Ave South Portland ME Fully refundable £66 7 Feb - 8 Feb includes taxes & fees 7.4/10 Good! (1,003 reviews) Yes Reviewed on 26 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=07%2F02%2F2026&endDate=08%2F02%2F2026&selected=24280&PinnedHotelID=24280&HadPinnedHotel=true®ionId=6046986) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay £107 8 Feb - 9 Feb includes taxes & fees 9.2/10 Wonderful! (1,748 reviews) Nice and clean hotel with a nice restaurant. Reviewed on 1 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=6046986) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundableReserve now, pay when you stay £62 8 Feb - 9 Feb includes taxes & fees 8/10 Very Good! (1,334 reviews) A++ Quiet. Amazing comfortable king bed. Housekeeping dept. excellent. Front desk dept. excellent. Love it here Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=6046986) [See all 2,217 properties in Chebeague Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F02%2F2026&endDate=07%2F02%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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