Title: Book the Best Dennis Port LUXURY Hotels - Upscale Hotels in Dennis Port, MA | 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 luxury hotels in Dennis Port, MA - ![](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 Luxury Hotels Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-08&endDate=2025-12-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-09&endDate=2025-12-10&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6665&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Dennis Port Luxury Hotels ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Private Bathroom, Partial Ocean View (1 Bdrm. Suite) | View from room](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5576d037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/31b48c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Quadruple Room, Private Bathroom, Ocean View (Room 202) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/7e4e0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Sea Guests Bed & Breakfast & Suites Dennis Port 9.2/10 Wonderful (185) "Really nice family-owned hotel. Not fancy, but everything was clean and in good repair, and the location (right on the beach on Nantucket Sound) was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erika [](https://www.expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/cf61a596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/9e85c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/fb116768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Quadruple Room, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/727f274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jonathan Edwards Motel Dennis Port 6.6/10 (45) "It’s was a really great place to stay and very clean. The staff was very nice we will return again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $113 CA $130 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/83ef5c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/6bbba73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/12b39c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/48318c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Hill Inn & Suites Dennis Port 8.4/10 Very good (955) "Clean, easy check in, stay here often" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio [](https://www.expedia.ca/Dennis-Port-Hotels-Holiday-Hill-Inn-Suites.h966421.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8770000/8764800/8764759/1bd6a2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8770000/8764800/8764759/d2a6cd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8770000/8764800/8764759/b48dfea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8770000/8764800/8764759/1e657676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Motel Dennis Port 6.4/10 (598) "I liked every aspect of my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.ca/Dennis-Port-Hotels-Oceanside-Motel.h8764759.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5350000/5349300/5349280/9174ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5350000/5349300/5349280/daf156bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5350000/5349300/5349280/ccae7cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5350000/5349300/5349280/a1f3e72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cutty Sark Motor Lodge Dennis Port 9.0/10 Wonderful (193) "It was located very close to the beach, making it a fantastic spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Dennis-Port-Hotels-Cutty-Sark-Motor-Lodge.h5349280.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=2025-12-22&endDate=2025-12-23®ionId=6665&adults=2&star=50&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) ![By the Sea Guests Bed & Breakfast & Suites](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75_y.jpg) ### By the Sea Guests Bed & Breakfast & Suites 10/10 Excellent "Excellent con" [](https://expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.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 ### Which area of Dennis Port is best to stay in for luxury hotels? > This area offers direct access to the beautiful sandy beaches, making it ideal for those who want to wake up to sea views and spend their days by the ocean. Many of the properties here are modern and well-appointed, often featuring amenities like private balconies, high-end fitness equipment, and on-site dining with ocean vistas. > > > Couples looking for a relaxing escape will find this area particularly appealing. The proximity to the beach allows for romantic strolls at sunset, and many hotels offer spa services and fine dining options, great for a special getaway. ### How much does a luxury hotel in Dennis Port cost? ### What luxury activities and experiences are there in Dennis Port? > This stretch of coastline offers direct access to some of the Cape's most sought-after experiences. You'll find exclusive access to private beach clubs, opportunities for private boat charters directly from the shore, and high-end dining with ocean views. The main road through this area, Lower County Road, connects many of these establishments. > > > Couples looking for a refined getaway will find this area particularly appealing. You can enjoy sunbathing on less crowded beaches, indulge in gourmet meals at waterfront restaurants, or take private sailing lessons. Many accommodations here offer concierge services to arrange bespoke experiences like private chef dinners or luxury spa treatments. > > > For those seeking an active yet upscale holiday, the properties near West Dennis Beach provide excellent access to water sports. You can arrange for private paddleboarding lessons or hire a personal instructor for windsurfing, all within a short distance of your accommodation. ### How can I save on a luxury hotel in Dennis Port with Expedia? ### Is it cheaper to book a luxury Dennis Port hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## 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) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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