Title: Book the Best HISTORIC Hotels in Kennebunkport in 2025 | Expedia.ca [Kennebunkport Travel Guide](https://expedia.ca/Kennebunkport.dx10869)[Hotels in Kennebunkport](https://expedia.ca/Kennebunkport-Hotels.d10869.Travel-Guide-Hotels)[Vacation Rentals in Kennebunkport](https://expedia.ca/Kennebunkport-Vacation-Rentals.d10869.Travel-Guide-VacationRentals)[Flights to Kennebunkport](https://expedia.ca/Cheap-Flights-To-Kennebunkport.d10869.Travel-Guide-Flights)[Things to do in Kennebunkport](https://expedia.ca/Things-To-Do-In-Kennebunkport.d10869.Travel-Guide-Activities)[Kennebunkport Car Rentals](https://expedia.ca/Car-Rentals-In-Kennebunkport.d10869.Car-Rental-Guide)[Kennebunkport Vacation Packages](https://expedia.ca/Kennebunkport.d10869.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/485000/485613-kennebunkport.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Kennebunkport, ME from CA $136 ![](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 Kennebunkport Historic Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10869&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=10869&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kennebunkport Historic Hotels ![Marina](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/95fca420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/w1125h1347x0y48-614a3e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/5de9e1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/f7bd45bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Kennebunkport home only 0.3 miles to Dock Square Kennebunkport 10/10 Exceptional (74) "Wonderful home close to downtown. Comfortable house and great host!" CA $442 CA $902 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kennebunkport-Hotels-PRELUDE-AVAILABILITY-Historic-Kennebunkport-Home-Only-03-Miles-To-Dock-Square.h71722172.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) ![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) ![Gym](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/e38717ee.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 $196 CA $217 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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) ![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) ![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) "Easy check in, walkable to so many places " CA $122 CA $136 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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) ![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) ![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) "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) ![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) ![Signature Room, 1 Queen Bed | Interior](https://images.trvl-media.com/lodging/19000000/18670000/18669400/18669303/18f26d53.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 (357) "It was so charming and the beds were amazing." CA $159 CA $216 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Portland-Hotels-The-Francis.h18669303.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190587/5aa2a413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190587/9b195b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190587/90358eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190587/04bf7bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kennebunk Inn Kennebunk 7.8/10 Good (739) "The staff was wonderful" CA $147 CA $161 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-The-Kennebunk-Inn.h1190587.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) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/051c3176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/355a3aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Beach Inn Old Orchard Beach 8.2/10 Very good (1024) "My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn." CA $162 CA $177 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/27d8dc18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/65789eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/e11f56a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 84 Main Kennebunk 10/10 Exceptional (51) "We loved our stay! This is a beautiful place and the employees are really nice." [](https://www.expedia.ca/Portland-Hotels-84-Main-By-Capital-Vacations.h7805164.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/310f34f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Portland getaway on the Eastern Promenade Munjoy Hill 9.8/10 Exceptional (123) "So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future." CA $156 CA $291 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/2d400632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/e7bc7922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/5978cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76980000/76972800/76972798/8c4cba78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated 2Bd Cottage 10min walk to Beach. Pets Ok Old Orchard Beach 7.2/10 Good (12) "Super comfortable beds! Small cozy cottage, but with so much to do in town who needs more space?" CA $197 CA $377 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Renovated-2Bd-Cottage-10min-Walk-To-Beach-Pets-Ok.h76972798.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=2025-10-30&endDate=2025-10-31®ionId=10869&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kennebunkport Hotel Reviews ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "My wife loved the shower! Hot and heavy pouring. Walkable to wharfs, shopping and restaurants. Large room and very large bathroom." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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 "Nice hotel in a good location. Friendly staff. Clean room." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "The Hampton Inn Portland Downtown Waterfront is in an excellent location near Old Port and the waterfront restaurants. It was very easy to retreat to our room during the day to cool down and relax in between sightseeing and shopping. The parking is weirdly expensive for such a hotel, but the valets were professional and easy to work with." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![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) ![The Colony Hotel](//images.trvl-media.com/lodging/1000000/30000/26500/26416/7cbf624a_y.jpg) ### The Colony Hotel 10/10 Excellent "The Colony is quintessential Maine. We loved every moment of our stay. " [](https://expedia.ca/Portland-Hotels-The-Colony-Hotel.h26416.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) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "We loved our stay at Portland Regency! Staff were friendly, welcoming and helpful and responded immediately to any requests. We did not dine at the hotel but enjoy the basement bar. The room, whilst lacking a 'view' was large and the bed was enormous. The bathroom had everything we could ask for and more! We loved being so central that we could nip back several times a day in the unseasonable heat to refresh ourselves with the air con!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Ogunquit - The Milestone](//images.trvl-media.com/lodging/2000000/1070000/1060100/1060087/00a445d7_y.jpg) ### Ogunquit - The Milestone 10/10 Excellent "We felt safe and comfortable " [](https://expedia.ca/Ogunquit-Hotels-The-Milestone.h1060087.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Kennebunkport? > A trip to the significant historical sites in Kennebunkport is likely number one on your sightseeing list. While you're in town, you can check out the popular beaches and top-notch restaurants. You also can spend time at the shops. ### How many historically relevant hotels are there in Kennebunkport? > In Kennebunkport, you'll find 296 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from. ### What are the must-see historical sites and other places to visit in Kennebunkport? > Kennebunkport is notable for landmarks like First Families Kennebunkport Museum. Cultural venues include Seashore Trolley Museum, Mast Cove Galleries, and Northlight Gallery. Additionally, you'll find Ogunquit Beach in the area. ### What is a historic hotel like in Kennebunkport? > When you choose a historic hotel, you'll enjoy a vacation in a building that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of such hotels in Kennebunkport, giving a sense of history. ### 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. overall though the terms are similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value along with how it influenced the community. ### Do historic hotels in Kennebunkport have modern facilities? > Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in a hotel should be available at a historic hotel. 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