Title: Book the Best HISTORIC Hotels in Freeport in 2026 | 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)[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) ![Freeport](https://images.trvl-media.com/place/6180409/db7d9a9a-7483-43ca-a595-35b888a2e5f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Freeport, ME from CA $119 - ![](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 [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180773&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Freeport 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) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/cf6a187a.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) ![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 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) Brunswick 9.2/10 Wonderful (881) "The room was very clean and the staff was so friendly!!! Definitely will stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri CA $185 CA $201 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.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) ![Indoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/3150dd05.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) ### Holiday Inn Portland-By the Bay by IHG [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1432) "Every thing was perfect, service, accomodations, and friendly staff!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $108 CA $119 total includes taxes & fees Dec 22 - Dec 23 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/917fa099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1552) "Yes, excellent service and we really enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/5d783f80.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) ![Traditional Room, 1 Bedroom, Bathtub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/20306c1b.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) ### The James Place Inn B&B [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) Freeport 10/10 Exceptional (182) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $301 CA $328 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/966200/966119/75fda010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/970000/966200/966119/0852df65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/970000/966200/966119/1ce99952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/966200/966119/22db59f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Auburn Riverwatch [](https://www.expedia.ca/Lewiston-Hotels-Hilton-Garden-Inn-Auburn-Riverwatch.h966119.Hotel-Information) Auburn 8.8/10 Excellent (1006) "Great staff, clean rooms, good food" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christopher CA $171 CA $186 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Lewiston-Hotels-Hilton-Garden-Inn-Auburn-Riverwatch.h966119.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) ![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) ![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) ### OneSixtyFive [](https://www.expedia.ca/Brunswick-Hotels-OneSixtyFive.h82441910.Hotel-Information) Brunswick 9.4/10 Exceptional (144) "Perfect for convenience, lovely staff and accommodation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nena [](https://www.expedia.ca/Brunswick-Hotels-OneSixtyFive.h82441910.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/cafac0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/6dd3e447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/b7e27ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Longfellow Hotel [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) Parkside 9.6/10 Exceptional (139) "Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) ![Stovall | Living area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/ed6b0e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/545bc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/926be017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12750000/12743300/12743204/8a9890d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blind Tiger Portland – Carleton Street [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.Hotel-Information) West End 9.6/10 Exceptional (120) "Loved the place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $266 CA $290 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Carleton.h12743204.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=2026-01-02&endDate=2026-01-03®ionId=180773&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Freeport Hotel Reviews ![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 "Pleasant stay." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![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 "The hotel was quiet and our room had a great view of the harbor." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Candlebay Inn](https://images.trvl-media.com/lodging/12000000/11490000/11484600/11484573/db56ab15_y.jpg) ### Candlebay Inn 10/10 Excellent "The room was wonderful, breakfast was amazing. The host was so kind and down to earth. It is a beautiful Inn with such charm and coziness. Will definitely be back. " [](https://expedia.ca/Portland-Hotels-Candlebay-Inn.h11484573.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 "Yes" [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Hilton Garden Inn Freeport Downtown](https://images.trvl-media.com/lodging/2000000/1190000/1184100/1184003/58d00c56_y.jpg) ### Hilton Garden Inn Freeport Downtown 10/10 Excellent "Staff, room, bar and pool were all great! Everything was clean and everyone was friendly and accommodating. " [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Freeport-Downtown.h1184003.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Perfect location, great hospitality. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities. " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Holiday Inn Express Hotel & Suites Freeport by IHG](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/776869f5_y.jpg) ### Holiday Inn Express Hotel & Suites Freeport by IHG 10/10 Excellent "This hotel was wonderful. So clean, so quiet, great service, great breakfast. I will DEFNITELY be staying here again." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Express-Hotel-Suites-Freeport.h1509679.Hotel-Information) ![The Freeport Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/440000/440000/439963/09f79407_y.jpg) ### The Freeport Hotel, an Ascend Collection Hotel 10/10 Excellent "The staff was very nice. And the room was very clean and many choices for breakfast it was very nice " [](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? ### How many historical hotels are located in Freeport? ### What are the most important historical sites and other places in Freeport? ### What is a historic hotel like in Freeport? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Freeport have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Business Hotels in Bangor ](https://www.expedia.ca/Bangor-Hotels-Business-Hotel.0-0-d6050918-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Bangor ](https://www.expedia.ca/Bangor-Hotels-LGBT-Friendly-Hotel.0-0-d6050918-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Bowdoin College Museum of Art ](https://www.expedia.ca/Bowdoin-College-Museum-Of-Art-Hotels.0-l6186058-0.Travel-Guide-Filter-Hotels) - 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