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) # Find Historic Hotels in Dennis Port, MA from CA $155 - ![](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 [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Dining](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/w3805h3024x227y0-19b5052c.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) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/90-13034354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location Dennis 10/10 Exceptional (32) "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 $460 CA $1,017 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e4d68938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/9d421872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e9405833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Resort Hyannis 8.2/10 Very good (42) "Room was very clean. Staff were courteous!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $151 CA $172 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/a26c3d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/0231de53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b13a9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Hyannis - Cape Cod Hyannis 8.0/10 Very good (1003) "Well appointed lodging with very friendly and attentive staff. Perfect central location with easy walk to many local sights as well as convenient access to ferry terminal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerri CA $136 CA $155 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Pelham King Bunk Suite + Balcony](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/bab5ba9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/2cf384b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/4c0e3706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/88d9ebd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelham on Main West Dennis 8.6/10 Excellent (401) "Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate [](https://www.expedia.ca/West-Dennis-Hotels-Pelham-On-Main.h2232448.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail West Brewster 9.6/10 Exceptional (50) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $182 CA $716 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.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/41000000/40290000/40283500/40283414/9355f506.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) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK Chatham 9.6/10 Exceptional (101) "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 $135 CA $579 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/0a75a95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/9f2630b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/60d936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/97bd2b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham Chatham 8.6/10 Excellent (26) "This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey A. CA $276 CA $727 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/9c00f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/d4100beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/1112d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/558e9473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!! Barnstable 10/10 Exceptional (30) "House is beautiful and well equipped, and located in a lovely quiet neighborhood. Host was quickly responsive to all of our inquiries. Overall a great spot for a family vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila B. CA $691 CA $1,355 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.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=2025-12-23&endDate=2025-12-24®ionId=6665&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## 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 "My dog was graciously welcomed. The place was clean and comfortable. It was reasonably priced for off-season. We really only came to spend the night to see a high school play. They had just finished creating a beautiful apartment that I check out. Jonathan Edwards was perfect for a quick sleep-over. The manager was very friendly and 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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