Title: Dennis Port Vacation Packages & Trips 2026 from CA $1,030 | 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) ![](https://images.trvl-media.com/place/6665/02765447-1421-487b-9710-580b5511388e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Dennis Port Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Dennis Port Vacation With all your travel needs organized before you set off, our Dennis Port vacation packages mean you can simply focus on having a good time! One neighborhood to base yourself in this captivating city is Northwest Harwich, which is great for nature and walking. [Cape Cod Inflatable Park](https://www.expedia.ca/Cape-Cod-Inflatable-Park-West-Yarmouth.d6286463.Vacation-Attraction), [West Dennis Beach](https://www.expedia.ca/West-Dennis-Beach-West-Dennis.d6070221.Vacation-Attraction) and [Seagull Beach](https://www.expedia.ca/Seagull-Beach-West-Yarmouth.d6127074.Vacation-Attraction) are just some of the many attractions you'll want to explore during your trip to Dennis Port. Expedia has what you need to escape the everyday. Tailor your vacation to Dennis Port to suit your travel style, whatever that may be. ## Top Dennis Port Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Bluegreen Vacations The Soundings, an Ascend Collection Resort](https://images.trvl-media.com/lodging/3000000/2160000/2150400/2150374/56a3b4da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluegreen Vacations The Soundings, an Ascend Collection Resort CA $1,030 per person Jun 26 - Jun 29 just found Roundtrip flight included Toronto (YYZ) to Boston (BOS) 8.8/10 Excellent! (365 reviews) Room was clean, staff was very friendly and helpful, great view. I plan on staying again Reviewed on Mar 26, 2026 ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,673 per person Jun 13 - Jun 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![Summer House Hotel](https://images.trvl-media.com/lodging/82000000/81080000/81071500/81071424/554f58d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Summer House Hotel CA $1,771 per person Jun 18 - Jun 21 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) No reviews ![Life House, Nantucket](https://images.trvl-media.com/lodging/49000000/48530000/48529300/48529240/a9cbc478_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Life House, Nantucket Nantucket Town CA $2,033 per person Jun 18 - Jun 21 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 8/10 Very Good! (65 reviews) The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again. Reviewed on Sep 26, 2025 ![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/9ccd9e02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Copley Plaza, Boston Back Bay CA $1,622 per person Jun 2 - Jun 5 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9/10 Wonderful! (1,196 reviews) Great location and staff. The price was reasonable considering it is Boston. The room was completely updated and very nice. We did have two concerns with the bathroom: the tub drained too slowly so that you stood in the used water, and the shower pressure was mediocre. We voiced our concerns when we checked out so hopefully they will get addressed. Having said this I will say it was overall very positive. Reviewed on Apr 1, 2026 ## Dennis Port Beach Vacation Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port vacation. There's nothing more invigorating than a cool ocean breeze and the soothing melody of waves crashing onto the shore. Plan your trip to Dennis Port the easy way by choosing one of our Dennis Port vacation deals. Many people decide to spend their nights near Sea Street Beach, a local highlight just 0.80 kilometres from the city centre. ## Things You Should Know About Dennis Port - Reserve a room in one of our [Dennis Port beach hotels](https://www.expedia.ca/d6665-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) and experience this destination at its best. Wander along the water's edge and watch some stunning sunrises right outside your front door. - Our private vacation homes, like [The Corsair & Cross Rip Oceanfront Resort](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) and [Bluebird Dennisport](https://www.expedia.ca/Dennis-Port-Hotels-Bluebird-Dennisport.h74569211.Hotel-Information), are popular with travellers of all sorts. Consider the amenities and get set for your stay in Dennis Port! - Some 3,200 people live in Dennis Port. If you're after suggestions about what to see and do around these parts, why not start a conversation with one or two of the locals? Our [Dennis Port things to do page](https://www.expedia.ca/things-to-do/en/search?rid=6665&rfrr=ATG.LP.BodyContent) is also a handy source of information. - Sea Street Beach, Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are some great sights that should be on your travel agenda. With our Dennis Port vacation deals, you'll have more money in your back pocket to explore. ## Ready to book your vacation to Dennis Port? Choose your dates ## Dennis Port Hotel Deals ![Edgewater Beach Resort, a VRI resort](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/b89cf6cc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Edgewater Beach Resort, a VRI resort 95 Chase Avenue Dennis Port MA 9/10 Wonderful! (312 reviews) The staff was great. The walls are really thin so I heard both the couple to my left and right well into the night. I had a slight problem at checkout because I had paid Expedia for my stay but somehow the transaction never posted to my reservation at the hotel. It took over an hour to remedy this ... Reviewed on Mar 31, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=1522228&PinnedHotelID=1522228&HadPinnedHotel=true®ionId=6665) [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=1522228&PinnedHotelID=1522228&HadPinnedHotel=true®ionId=6665) ![Holiday Hill Inn & Suites](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/c15016c0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Hill Inn & Suites 352 Main Street Dennis Port MA 8.4/10 Very Good! (956 reviews) the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing. Reviewed on Dec 12, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=966421&PinnedHotelID=966421&HadPinnedHotel=true®ionId=6665) [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=966421&PinnedHotelID=966421&HadPinnedHotel=true®ionId=6665) ![The Corsair & Cross Rip Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/d8dddc5f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Corsair & Cross Rip Oceanfront Resort 41 Chase Ave Dennis Port MA CA $173 CA $210 total Apr 13 - Apr 14 includes taxes & fees 8.6/10 Excellent! (222 reviews) Clean and comfortable Reviewed on Nov 6, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=894158&PinnedHotelID=894158&HadPinnedHotel=true®ionId=6665) [See all 482 properties in Dennis Port](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F04%2F2026&endDate=04%2F04%2F2026®ionId=6665) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app