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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.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 [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-10-31&endDate=2025-11-02&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) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/afa1cd65.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 (862) "Lovely place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie CA $157 CA $172 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/d05b5a03.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) ![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) ![Interior](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/5542541c.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) "I booked this quirky little place for my son and his partner as a graduation gift. My sonjust completed his PhD. They enjoyed every minute. Lovely lilttle spot in the heart of beautiful Bath." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela W. CA $106 CA $207 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) ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/2b19310a.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) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland 9.0/10 Wonderful (1379) "Easy check in, walkable to so many places " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $109 CA $121 total includes taxes & fees Nov 24 - Nov 25 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/917fa099.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 (1486) "staff was amazing, room was spotless and comfy, easy to walk downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $189 CA $210 total includes taxes & fees Nov 3 - Nov 4 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/063e81f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/108d7b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Lincoln beautiful home Brunswick 9.2/10 Wonderful (12) "Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica B. CA $133 CA $372 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.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) ![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) ![Suite, 1 Bedroom | Bar (on property)](https://images.trvl-media.com/lodging/11000000/10650000/10645800/10645706/aa49ec5f.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) ### The Press Hotel, Marriott Autograph Collection Downtown Portland 9.4/10 Exceptional (1001) "The Press Hotel nails the “old newsroom turned boutique” thing without the cigarette smoke or deadlines. Sharp rooms, great staff, and enough personality to make every chain hotel feel like a press release." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $231 CA $255 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.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) ![Interior](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/960ff2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Double Room](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/68690dc9.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) ### OneSixtyFive Brunswick 9.4/10 Exceptional (140) "Perfect for convenience, lovely staff and accommodation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nena CA $260 CA $284 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Brunswick-Hotels-OneSixtyFive.h82441910.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) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.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) ### Centerview cottage Harpswell 9.6/10 Exceptional (58) "Tip Top!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia M. CA $337 CA $575 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.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) ![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) ![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) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59660000/59656700/59656609/a88a3e1e.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) "Great location and just the place we needed to explore Brunswick. The A/C units were welcome in the midst of the wave of warm weather! The landlord was very responsive. We’d stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana B. CA $217 CA $524 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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669400/18669303/b1c4f654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18670000/18669400/18669303/e646aca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18670000/18669400/18669303/e10b3a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18670000/18669400/18669303/5f8ff532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Francis Parkside 9.4/10 Exceptional (361) "It was so charming and the beds were amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $159 CA $215 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Portland-Hotels-The-Francis.h18669303.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=2025-11-07&endDate=2025-11-08®ionId=6046986&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chebeague Island Hotel Reviews ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Yes nice staff" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "Room was clean and very well maintained. Breakfast was tasty. " [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Fireside Inn & Suites Portland](//images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg) ### Fireside Inn & Suites Portland 10/10 Excellent "Everything was convenient. " [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Very clean and walkable to most of the city." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "The staff were super friendly. The breakfast was good " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 "The airport shuttle was professio" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "Was a great location. We had an amazing view of the harbor from our room." [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great stay! Clean rooms, pleasant and helpful staff, great food and variety in breakfast offerings. Great location within walkable distance from shopping, restaurants and activities around town. Highly recommend!" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Great location. Loved ocean view. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 9 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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