Title: Book the Best HISTORIC Hotels in Dennis Port in 2026 | Expedia.ca [Dennis Port Travel Guide](https://expedia.ca/Dennis-Port.dx6665)[Hotels in Dennis Port](https://expedia.ca/Dennis-Port-Hotels.d6665.Travel-Guide-Hotels)[Vacation Rentals in Dennis Port](https://expedia.ca/Dennis-Port-Vacation-Rentals.d6665.Travel-Guide-VacationRentals)[Flights to Dennis Port](https://expedia.ca/Cheap-Flights-To-Dennis-Port.d6665.Travel-Guide-Flights)[Dennis Port Car Rentals](https://expedia.ca/Car-Rentals-In-Dennis-Port.d6665.Car-Rental-Guide)[Dennis Port Vacation Packages](https://expedia.ca/Dennis-Port.d6665.Destination-Travel-Guides) ![Dennis Port which includes a coastal town and general coastal views](https://images.trvl-media.com/place/6665/02765447-1421-487b-9710-580b5511388e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6665/02765447-1421-487b-9710-580b5511388e.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 Dennis Port Historic Hotels Tonight [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2026-02-14&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 15 - Feb 16](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2026-02-15&endDate=2026-02-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Dennis Port historic hotels ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/w1242h889x0y0-ba5cd960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/797729b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/8311230c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/cfafbc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) Dennis 10/10 Exceptional (32 reviews) "The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie D. CA $408 CA $931 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) West Brewster 9.6/10 Exceptional (50 reviews) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $180 CA $806 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.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/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) Chatham 9.6/10 Exceptional (102 reviews) "Our second year in a row staying here. Cute house and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. CA $121 CA $650 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.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=2026-02-28&endDate=2026-03-01®ionId=6665&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_6665) ## Top Dennis Port Hotel Reviews ![Jonathan Edwards Motel](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/727f274e_y.jpg) ### Jonathan Edwards Motel 10/10 Excellent "Room was clean and staff was very helpful. " [](https://expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information) ![Holiday Hill Inn & Suites](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/83ef5c9f_y.jpg) ### Holiday Hill Inn & Suites 10/10 Excellent "Very good. I recommend. " [](https://expedia.ca/Dennis-Port-Hotels-Holiday-Hill-Inn-Suites.h966421.Hotel-Information) ![Oceanside Motel](https://images.trvl-media.com/lodging/9000000/8770000/8764800/8764759/1bd6a2f0_y.jpg) ### Oceanside Motel 10/10 Excellent "I liked every aspect of my stay." [](https://expedia.ca/Dennis-Port-Hotels-Oceanside-Motel.h8764759.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Dennis Port? ### What's the best accommodation in Dennis Port to absorb the local history? ### How many historical hotels are there in Dennis Port? ### What are the most important historical places and other sights to visit in Dennis Port? ### What is a historic hotel like in Dennis Port? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Dennis Port have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [Hotels near Allen Harbor Marina ](https://www.expedia.ca/Allen-Harbor-Marina-Hotels.0-l553248622004961370-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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