Dennis Port Holidays from NZ$3,222

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The Latest Dennis Port Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
29 Oct - 1 Nov
found 2 days ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
29 Oct - 1 Nov
found 2 days ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on 11 Aug. 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
29 Oct - 1 Nov
found 2 days ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very convenient boutique hotel

Reviewed on 5 Aug. 2025

The Hotel Salem

The Hotel Salem

3 out of 5
per person
29 Oct - 1 Nov
found 2 days ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.2/10 Wonderful! (1,013 reviews)
Really charming hotel, lots of character. The walls are a paper thin and the hallway is heard inside your room. The AC is blasting to a point where it’s uncomfortable. Will try to get the front desk to adjust it, there is no way that I can see that I could do it myself.

Reviewed on 11 Aug. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
29 Oct - 1 Nov
found 2 days ago
Return direct flight included
Auckland (AKL) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul. 2025

Dennis Port Holiday

Dennis Port Beach Holiday

Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port holiday. 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 holiday 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 holiday 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 holiday deals, you'll have more money in your back pocket to explore.

Our pick of the best Dennis Port Hotel Deals

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 1 Sept to 2 Sept
NZ$229
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (896 reviews)
"Thanks"

Reviewed on 9 Aug. 2025

Holiday Hill Inn & Suites
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
426 Lower County Rd, Dennis Port, MA
Fully refundableReserve now, pay when you stay
The price is NZ$285 per night from 8 Sept to 9 Sept
NZ$285
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very Good! (180 reviews)
"Cool"

Reviewed on 3 Aug. 2025

Bluebird Dennisport
Oceanside Motel

Oceanside Motel

2 out of 5
329 Main Street, Dennis Port, MA
The price is NZ$152 per night from 24 Aug to 25 Aug
NZ$152
24 Aug - 25 Aug
includes taxes & fees
6.4/10 (574 reviews)
"Thanks Amazing Results"

Reviewed on 9 Aug. 2025

Oceanside Motel
See all 487 properties in Dennis Port
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.

Frequently asked questions

How much does a Dennis Port holiday package cost?
You'll find cheap prices from NZ$3,222 on Expedia for your Dennis Port escape. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Dennis Port costs.
What are the cheapest months to go to Dennis Port?
If you're hoping to book a cheap Dennis Port holiday package, consider travelling in January, February and March. You'll typically find better rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Dennis Port?
Typically, a few days is ideal for a Dennis Port holiday. With a detailed itinerary, you can check out all the main attractions such as Swan Pond River, as well as discover some hidden gems along the way.
Is it worth booking a holiday package to Dennis Port?
Known for its watersports and home to popular attractions like Sea Street Beach, a Dennis Port holiday is bound to impress. Another top sight worth exploring? Don't miss Cape Cod Theatre Company – Home of the Harwich Jr. Theatre.
How to find the best Dennis Port package deals?
Bagging a cheap Dennis Port package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Dennis Port package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Dennis Port holiday as a package?
You can enjoy significant savings on your next Dennis Port break by booking a tailored holiday package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Dennis Port?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Dennis Port adventure.
How to plan a trip to Dennis Port?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Dennis Port.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Dennis Port. Then, pick a hotel that matches your budget, whether that's an affordable option or a more upscale retreat.
  3. Work out your trip length: Consider how long you'd like to spend discovering Dennis Port. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Dennis Port holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.