Dennis Port Vacation Packages
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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, West Dennis Beach and Seagull Beach 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.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,461, price is now CA $970 per person
CA $970
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Boston Harbor Hotel
North End
Price was CA $4,426, price is now CA $2,301 per person
CA $2,301
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Meco Hotel - Hostel
West End
Price was CA $2,039, price is now CA $1,070 per person
CA $1,070
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (422 reviews)
Convenient place to stay for a short weekend trip to Boston. Very accessible from North Station and TD Garden and all the restaurants on the North End. Pods were comfortable enough, and I was lucky that my neighbors were generally considerate and quiet. It was a little tricky to store my things underneath the bed and then pull them out everytime I needed something, but it was fine. Bathrooms were equipped with lots of towels and soap/body wash. I kind of wish there was a shared hair dryer or mirror/vanity setup, but this is more of a wishlist than anything else that's absolutely required. Very minimal breakfast on lounge, but there are a lot of coffee places around so not a big deal. For a quick and short trip, Meco Hotel was sufficient.
Reviewed on May 26, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $9,344, price is now CA $5,832 per person
CA $5,832
per person
Jul 11 - Jul 18
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025
Fairmont Copley Plaza, Boston
Back Bay
Price was CA $2,600, price is now CA $1,693 per person
CA $1,693
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9/10 Wonderful! (1,241 reviews)
Gorgeous hotel in a fabulous location. Highly recommend!
Reviewed on May 19, 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 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 and Bluebird Dennisport, 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 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.
Dennis Port Hotel Deals
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 9 to Jun 10
CA $152
CA $175 total
Jun 9 - Jun 10
includes taxes & fees
8.4/10 Very Good! (958 reviews)
"Good"
Reviewed on May 27, 2026
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
The price is CA $277 per night from Jun 14 to Jun 15
CA $277
CA $357 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (185 reviews)
"."
Reviewed on Oct 16, 2025
The Corsair & Cross Rip Oceanfront Resort
41 Chase Ave Dennis Port MA
The price is CA $233 per night from Jun 14 to Jun 15
CA $233
CA $279 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (230 reviews)
"I enjoyed my stay at Corsair very much. My only complaint is there was a musty smell in the room that was noticeable as soon as you walked in the door."
Reviewed on May 25, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
