Title: Book the Best HISTORIC Hotels in Kennebunkport in 2026 | 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)[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) ![Kennebunkport](https://images.trvl-media.com/place/10869/5cd8e989-7231-46ec-a46e-08ec123182af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10869/5cd8e989-7231-46ec-a46e-08ec123182af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 21 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2026-02-21&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 22 - Feb 23](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2026-02-22&endDate=2026-02-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=10869&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![Interior](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/2aee69fb.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) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/72000000/71730000/71722200/71722172/b0a393ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Kennebunkport home only 0.3 miles to Dock Square [](https://www.expedia.ca/Kennebunkport-Hotels-PRELUDE-AVAILABILITY-Historic-Kennebunkport-Home-Only-03-Miles-To-Dock-Square.h71722172.Hotel-Information) Kennebunkport 10/10 Exceptional (81 reviews) "Wonderful stay , pet friendly was a plus !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aimee S. CA $240 CA $638 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Kennebunkport-Hotels-PRELUDE-AVAILABILITY-Historic-Kennebunkport-Home-Only-03-Miles-To-Dock-Square.h71722172.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1917h1645x3y0-c1000dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/1829e5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1920h1432x0y17-48abbb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/31da49e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glorious getaway on Portland's Eastern Promenade. [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) Munjoy Hill 9.8/10 Exceptional (172 reviews) "Very cute and comfy. We would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie s. CA $200 CA $383 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/fade2032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/e678c4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/58339323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/c02e06e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant condo - walk to Portland's best restaurants & Old Port [](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information) East Bayside 9.2/10 Wonderful (77 reviews) "Property is clean quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Spencer S. CA $219 CA $682 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/a3d495c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/7481eaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/abb8b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19310000/19306800/19306739/1dcc0930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Penthouse Suite - Stunning Harbor Views [](https://www.expedia.ca/Portland-Hotels-Margaret-Penthouse-Suite-Casco-Bay-Views.h19306739.Hotel-Information) Downtown Portland 10/10 Exceptional (227 reviews) "Beautiful penthouse! Close to the harbor and all the shopping and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessi F. CA $383 CA $729 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Portland-Hotels-Margaret-Penthouse-Suite-Casco-Bay-Views.h19306739.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/7b65d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/7b33c414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/aa4712f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45280000/45275300/45275256/147dbb5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included! [](https://www.expedia.ca/Portland-Hotels-Furnished-1BR1BA-Walk-To-Maine-MedMercy-Parking-All-Utilities-Included.h45275256.Hotel-Information) West End 9.4/10 Exceptional (3 reviews) "All was great...clean and convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista P. [](https://www.expedia.ca/Portland-Hotels-Furnished-1BR1BA-Walk-To-Maine-MedMercy-Parking-All-Utilities-Included.h45275256.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc.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/1000000/930000/920100/920050/46133e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/fa088373.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 (1,588 reviews) "The room was impeccable, the restaurant was delicious and perfect location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elvira CA $163 CA $181 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Adorable Portland getaway on the Eastern Promenade [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) Munjoy Hill 9.6/10 Exceptional (129 reviews) "Tidy place in a great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary M. CA $150 CA $279 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30230000/30223600/30223558/edc974fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30230000/30223600/30223558/5af060dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/31000000/30230000/30223600/30223558/33294e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/31000000/30230000/30223600/30223558/7f1d861d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gregory House in Southern Maine close to many beaches & popular destinations [](https://www.expedia.ca/Portland-Hotels-The-Gregory-House.h30223558.Hotel-Information) Downtown Saco 9.6/10 Exceptional (19 reviews) "Lots to do. Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob Z. CA $602 CA $1,232 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Portland-Hotels-The-Gregory-House.h30223558.Hotel-Information) ![TV, stereo](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/fce6209e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/68c730a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/82b7423c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/w1344h900x0y0-267feecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Two Master Waterfront Suite with Rooftop [](https://www.expedia.ca/Portland-Hotels-Henry-Penthouse-Suite-Waterfront.h19282591.Hotel-Information) Downtown Portland 10/10 Exceptional (259 reviews) "This rental is in the best location with a great view and easy access to everything you’d want to see while in Portland! We loved our stay so much and are already planning a return trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley V. [](https://www.expedia.ca/Portland-Hotels-Henry-Penthouse-Suite-Waterfront.h19282591.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/5c42ecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/824219c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/a3f31177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/72cf4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Contemporary Condo in the Heart of Portland - Close to Beach [](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.Hotel-Information) East Bayside 8.8/10 Excellent (37 reviews) "Overall a pleasing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mallory D. CA $182 CA $632 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.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=2026-03-07&endDate=2026-03-08®ionId=10869&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_10869) ## Top Kennebunkport Hotel Reviews ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Staff was amazing and the room was beautiful. The restaurant in the hotel a wonderful breakfast. Try the blueberry pancakes." [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "Room was clean and had all the correct furnishings. " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Good room" [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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 "Very clean, quiet, easy parking, nice location close to shops" [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![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 "Clean room great pool and hot tub " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg) ### Long Creek Hotel by IHG 10/10 Excellent "Great stay, friendly staff." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.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 "Everything was wonderful, from the rooms to the staff who were very pleasant. Also the food from breakfast to dinner was terrific. Very nice place to stay in the middle of everything. We will definitely be back." [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg) ### Kennebunkport Captains Collection 10/10 Excellent "Gorgeous place! Wonderful time. Highly recommend! " [](https://expedia.ca/Portland-Hotels-Kennebunkport-Captains-Collection.h13279259.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great hotel, felt safe" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ## Frequently asked questions ### What should a history enthusiast expect from a trip to Kennebunkport? ### How many historically relevant hotels are there in Kennebunkport? ### What are the must-see historical sites and other places to visit in Kennebunkport? ### What is a historic hotel like in Kennebunkport? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Kennebunkport have modern facilities? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Vacation Rental - Other - More ways to book - [Cheap Hotels in Arundel ](https://www.expedia.ca/Arundel-Hotels-Cheap-Hotels.0-0-d553248634999119695-tCheapHotels.Travel-Guide-Filter-Hotels) - 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