Title: Book the Best Chebeague Island FAMILY FRIENDLY Hotels from CA $111 - Kid-Friendly Hotels in Chebeague Island, ME | 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) ![](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__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 Family Hotels Tonight [Feb 25 - Feb 26](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-02-25&endDate=2026-02-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Chebeague Island family-friendly hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/e10d9d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/dc0dd762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/53e2faf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/86900982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Brunswick Bath [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Best-Western-Plus-Brunswick-Bath.h27652.Hotel-Information) Brunswick 8.2/10 Very good (1,000 reviews) - Family fun awaits with a heated indoor pool, free breakfast, and all-day fitness centre just minutes from scenic beaches. CA $115 CA $125 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Best-Western-Plus-Brunswick-Bath.h27652.Hotel-Information) ![Tasting room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/30e6b2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Queen Beds (2 Queen)](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/588e118f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/a4bdc7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/44847adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casco Bay Inn [](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information) Freeport 8.0/10 Very good (1,002 reviews) CA $104 CA $113 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/faeaccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/20aee801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/9ed84b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6eae7e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Brunswick [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) Brunswick 9.0/10 Wonderful (1,003 reviews) - A family haven with a hearty breakfast, premium TV channels, and helpful staff, just minutes from Thomas Point Beach. CA $122 CA $133 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543825/217b9376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543825/5e812789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543825/a595974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543825/58e5ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Brunswick near Hwy 1 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Rodeway-Inn-Suites-Brunswick-Near-Hwy-1.h1543825.Hotel-Information) Brunswick 7.4/10 Good (519 reviews) - Budget seaside motel offers beach access, in-room amenities, and proximity to family activities. CA $116 CA $127 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Rodeway-Inn-Suites-Brunswick-Near-Hwy-1.h1543825.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bdc4333d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/a014d527.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 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) Thorton Heights 7.6/10 Good (415 reviews) - Splash into fun with indoor and outdoor pools—perfect for family adventures at this South Portland getaway. CA $101 CA $111 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/b990d573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/965f6d78.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) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) Freeport 9.4/10 Exceptional (896 reviews) - Experience family adventures at The Harraseeket Inn, just steps from LL Bean's flagship store with indoor pool and firepit fun. CA $163 CA $178 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/df5f738c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/18f05291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/2db19464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/7e56d4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large, luxurious geodesic dome - 04 [](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information) Freeport 10/10 Exceptional (2 reviews) CA $280 CA $470 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2557x3y3-d064711d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/w3837h2559x3y0-27d25b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/415bf320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1,014 reviews) - Create a family vacation playground in Portland with poolside fun and waterfront relaxation just steps from the city's best attractions. CA $134 CA $148 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/78dcd112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Full sized home [](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information) Harpswell 9.8/10 Exceptional (51 reviews) CA $308 CA $543 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/afbff9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/c5213e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/1cb5f6e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6650000/6648800/6648706/b3055999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Freeport Inn [](https://www.expedia.ca/Portland-Hotels-Best-Western-Freeport-Inn.h6648706.Hotel-Information) Freeport 7.8/10 Good (1,004 reviews) - Childhood adventures await at this Maine family retreat where kids splash in the seasonal pool and parents enjoy peaceful surroundings. CA $106 CA $116 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Portland-Hotels-Best-Western-Freeport-Inn.h6648706.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=2026-03-11&endDate=2026-03-12®ionId=6046986&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at family-friendly hotels in Chebeague Island Breakfast included Pool All-inclusive 4 stars 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6046986) ## Top Chebeague Island Hotel Reviews ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room and great staff." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Friendly and helpful staff! " [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![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 "good typical hotel " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "We had a corner room that was very nice. A lot of windows and a big foyer area. " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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 "Spotless room, soft towel, bed super comfy. Fridge could have been a lil colder. I’ve stayed many times and will always stay again. Great front desk people! " [](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 "Extremely clean. Staff was so helpful and nice. Made all this easy for travel. Staying overnight and leaving our vehicle safe and sound for a week while on vacation in Florida. Privided a safe shuttle to and from airport. Will be staying here again. Thank you all so much " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "i’m watching olympic hockey and the shots are so crazy fast i can barely see them. how fast does the puck actually go at this level and how do goalies train to see and block it?" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Inn at St John Portland In-Town](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg) ### Inn at St John Portland In-Town 10/10 Excellent "I always enjoy staying at this charming hotel. Its rustic setting and cheerful staff make my Portland visits comforting and memorable. " [](https://expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Staff was amazing and the room was beautiful. The restaurant in the hotel a wonderful breakfast. Try the blueberry pancakes." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ## Frequently asked questions ### What's Chebeague Island like for family-friendly vacations? ### When's the best time to book a family-friendly vacation in Chebeague Island? ### What's there to see and do with your family in Chebeague Island? ## 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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