Title: Book the Best HISTORIC Hotels in Chebeague Island in 2025 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/historic.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chebeague Island, ME from CA $121 - ![](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 Historic Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chebeague Island Historic Hotels ![Porch](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/f8d50db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/ec896d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/cf6a187a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brunswick Hotel Brunswick 9.2/10 Wonderful (864) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/5542541c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/b949ecd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices, computer monitors](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/c25a6c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/107ca849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything. Bath 7.6/10 Good (11) "Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol N. CA $93 CA $193 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bath-Hotels-One-Bedroom-Guest-Suite-In-The-Middle-Of-Bath-Walk-To-Everything.h71016384.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/0fe73756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/2b19310a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/a27c6785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland 8.8/10 Excellent (1388) "Clean and comfortable stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Joanna CA $109 CA $121 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/e38717ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/21df5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/2cd1b596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1513) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/95842789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/063e81f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/e04252d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/610158ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Lincoln beautiful home Brunswick 9.2/10 Wonderful (12) "Nice little cottage, lots of sun, great layout, full kitchen which is so important to me, and less than a block to the commercial center! Plenty of parking, easy to unload and load my car, only a step up or two into the property which was perfect for my very small dog. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda B. CA $101 CA $331 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/80c2d1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/259522a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centerview cottage Harpswell 9.6/10 Exceptional (59) "Very good people, excellent stay and we highly recommend this place, good home feeling and beautiful view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Big Bark T. CA $297 CA $527 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/cd3882eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/a594db61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/2952d063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/960ff2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OneSixtyFive Brunswick 9.4/10 Exceptional (142) "Perfect place to rest and take in the area’s sights. OneSixtyFive offers charming rooms, comfortable beds, cocktails, delicious appetizers, dining options and breakfast all on sight. Oh, and parking is included! Staff is friendly and inviting. Walkable to Maine street shops. Just lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joey [](https://www.expedia.ca/Brunswick-Hotels-OneSixtyFive.h82441910.Hotel-Information) ![Royal Suite, 1 Bedroom](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/fe8abaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a5f194ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/a6526c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/4099b709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Press Hotel, Marriott Autograph Collection Downtown Portland 9.4/10 Exceptional (1000) "Great hotel, clean and good location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) roshana CA $219 CA $242 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/49180f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/47cc93e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/051c3176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Beach Inn Old Orchard Beach 8.2/10 Very good (1001) "Clean and very quaint room. Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa [](https://www.expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/57552257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/3f754004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/44b25a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/bc289767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound) Brunswick 9.8/10 Exceptional (27) " Very spacious, clean and beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert p. CA $167 CA $464 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Brunswick-Hotels-Brand-New-Downtown-2BR-On-Noble-Next-To-Bowdoin.h59656609.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=2025-11-16&endDate=2025-11-17®ionId=6046986&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chebeague Island Hotel Reviews ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "The room was clean, and decor seemed newer. The female employee who checked me in was friendly, efficient and helpful. I felt very welcome. I had to take the shuttle early in the morning, and the driver was friendly but quiet, helpful. I was so grateful to be able to make it to my early morning flight at a reasonably priced hotel. Thanks!" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg) ### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel 10/10 Excellent "Nicely updated rooms, nice breakfast options. I appreciated the coffee choices. Close to the airport." [](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "clean room , converient , walking to dinner restaurant around" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "Clean room. Easy check in and out." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](//images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "Staff very helpful. Room very clean. " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Hotel beds are very comfortable. The hotel was quiet and conveniently located with lots of options for shopping and eatery." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Amazing location, unique hotel with beautiful decor and amenities " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Nice, clean room and great location in downtown Portland. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "The room was good, the front desk staff friendly. Breakfast was OK, not great, compared with other La Quinta stays." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Chebeague Island? > Significant historical sites in Chebeague Island are probably at the top of your travel itinerary. You can also discover all there is to see and do including the shopping and restaurants ### How many historical hotels are there in Chebeague Island? > In Chebeague Island, there are 8 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels. ### What are the most important historical sites and other places in Chebeague Island? > Places to visit in the wider area include Wolfe's Neck Woods State Park, Bailey Island Bridge, and Casco Bay. You'll also find Sand Beach and Harrington House in the area. ### What is a historic hotel like in Chebeague Island? > Guests who choose a historic hotel can enjoy a vacation in a place that has an official historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Chebeague Island, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value as well as how it inspired the community. ### Do historic hotels in Chebeague Island have modern facilities? > Hotels include modern conveniences and safety features you might expect, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in any hotel will also be available in a historic hotel. 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