Title: Book the Best HISTORIC Hotels in Freeport in 2025 | Expedia.ca [Freeport Travel Guide](https://expedia.ca/Freeport.dx180773)[Hotels in Freeport](https://expedia.ca/Freeport-Hotels.d180773.Travel-Guide-Hotels)[Vacation Rentals in Freeport](https://expedia.ca/Freeport-Vacation-Rentals.d180773.Travel-Guide-VacationRentals)[Flights to Freeport](https://expedia.ca/Cheap-Flights-To-Freeport.d180773.Travel-Guide-Flights)[Things to do in Freeport](https://expedia.ca/Things-To-Do-In-Freeport.d180773.Travel-Guide-Activities)[Freeport Car Rentals](https://expedia.ca/Car-Rentals-In-Freeport.d180773.Car-Rental-Guide)[Freeport Vacation Packages](https://expedia.ca/Freeport.d180773.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92067-Freeport.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Freeport, ME from CA $135 ![](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 Freeport Historic Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Freeport Historic Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/5d783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/e5c17fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/c17fb587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/4a1ea5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The James Place Inn B&B Freeport 10/10 Exceptional (181) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " CA $367 CA $400 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/0db21c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/ecff94aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/69545df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/c912865d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Private Apartment, minutes from LLBean! Freeport 10/10 Exceptional (14) "We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again." CA $243 CA $397 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.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) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e637b60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/73d7ad54.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 8.8/10 Excellent (1388) "Easy check in, walkable to so many places " CA $122 CA $135 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403.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) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/ec896d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brunswick Hotel Brunswick 9.2/10 Wonderful (856) "Lovely place to stay." CA $177 CA $193 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.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) ![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) ![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) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1469) "Great restaurant and lounge " CA $200 CA $222 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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) ![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) ### Captain's Quarters 1BR Apartment. Walk to everything. Bath 7.2/10 Good (10) "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." CA $133 CA $252 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Bath-Hotels-One-Bedroom-Guest-Suite-In-The-Middle-Of-Bath-Walk-To-Everything.h71016384.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) ![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) ![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/33000000/32840000/32833100/32833020/108d7b71.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!" CA $133 CA $375 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.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) ![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) ![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 (138) "Perfect for convenience, lovely staff and accommodation!" CA $264 CA $288 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.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) "The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. " CA $338 CA $577 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.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) ![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) ![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 (1000) "Close to Old Port. Great restaurants nearby." CA $244 CA $269 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-Press-Hotel.h10645706.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=2025-10-29&endDate=2025-10-30®ionId=180773&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Freeport Hotel Reviews ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "The airport shuttle was great. The rooms were clean and the front desk was helpful. I would stay here again." [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Super friendly staff, clean, comfortable and conveniently located! The breakfast was especially good and the staff couldn't have been friendlier! I would absolutely go back!" [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.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 "clean room. staff very helpful" [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.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 clean and nice. They provided a wonderful breakfast. With eggs, sausage, bread & waffles." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "We enjoyed this place very much. Highly recommend it to everyone. " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Casco Bay Inn](//images.trvl-media.com/lodging/1000000/900000/894100/894042/cd88d361_y.jpg) ### Casco Bay Inn 10/10 Excellent "looks to be under renovation. my room seemed newly done" [](https://expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information) ![Econo Lodge Freeport - Brunswick Area](//images.trvl-media.com/lodging/2000000/1090000/1085900/1085900/195e67ec_y.jpg) ### Econo Lodge Freeport - Brunswick Area 10/10 Excellent "Very clean and comfortable!" [](https://expedia.ca/Portland-Hotels-Econo-Lodge-Freeport-Brunswick-Area.h1085900.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Nice hotel within walking distance of everything downtown." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![The Freeport Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/440000/440000/439963/09f79407_y.jpg) ### The Freeport Hotel, an Ascend Collection Hotel 10/10 Excellent "Parking lot was unsafe being tarred! My husband slipped and almost fell! Then there wasn’t a marked way out because cones were blocking the exit" [](https://expedia.ca/Portland-Hotels-The-Freeport-Hotel.h439963.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Freeport? > You're already probably planning a visit to places with historical relevance during your vacation in Freeport. The array of shops and top-notch restaurants are some of the places to visit while you're here. You also can spend time at the waterfront. ### How many historical hotels are located in Freeport? > In Freeport, there are 85 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from. ### What are the most important historical sites and other places in Freeport? > Landmarks like Harrington House and Freeport Historical Society in Freeport might be worth a visit. Natural beauty is on display at Wolfe's Neck Farm, Desert of Maine, and Casco Bay. A couple of additional sights to add to your agenda are LL Bean Flagship Store and Wolfe's Neck Woods State Park. ### What is a historic hotel like in Freeport? > Guests who choose historic hotels have the opportunity to stay in a building officially recognized with a historic designation. Historic hotels throughout the world can take the form of castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Freeport often retain original characteristics such as period features or traditional architecture in their communal spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > The two are similar. "Historic hotel" is a term often used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the building and architecture itself. A heritage hotel draws meaning mainly from the cultural value and how it shaped the community. ### Do historic hotels in Freeport have modern facilities? > Yes, efforts are made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay can expect the amenities you'd get from a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. 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