Dering Harbor Holidays from NZ$3,221

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The Latest Dering Harbor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
19 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
7.6/10 Good! (803 reviews)
Best experience ever!! Fabulous staff and cleanliness

Reviewed on 5 Jul. 2025

The Dominick

The Dominick

5 out of 5
Manhattan
per person
19 Sept - 24 Sept
found 21 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
We had an excellent trip and loved our stay at The Dominick! Staff was great and very helpful!

Reviewed on 7 Jul. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
19 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,212 reviews)
Love the location and the room size. They're very hospitable and even have discounts for local shops with your stay. Close to everything! Already booked my next stay with them.

Reviewed on 7 Jul. 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
per person
19 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (4,563 reviews)
Hard Rock Hotel dos not disappoint. It is a beautiful hotel with so many amenities. Definitely one of my go-to spots. Convenient to just about everywhere.

Reviewed on 7 Jul. 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
19 Sept - 24 Sept
found 21 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
7.8/10 Good! (1,467 reviews)
Beautiful hotel . Clean friendly. The pool area is amazing. I highly recommend.

Reviewed on 6 Jul. 2025

Dering Harbor Holiday

Our pick of the best Dering Harbor Hotel Deals

Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is NZ$212 per night from 3 Aug to 4 Aug
NZ$212
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"The staff was exceptionally helpful in orienting us to the hotel and helping us find a restaurant that met our needs."

Reviewed on 7 Jul. 2025

Quality Inn Old Saybrook - Westbrook
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is NZ$707 per night from 20 July to 21 July
NZ$707
20 July - 21 July
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Loved the service and the relaxing and beautiful resort with history!"

Reviewed on 2 Jul. 2025

Saybrook Point Resort & Marina
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is NZ$890 per night from 9 July to 10 July
NZ$890
9 July - 10 July
includes taxes & fees
9/10 Wonderful! (258 reviews)
"Really beautiful and clean property that is very convenient and great amenities."

Reviewed on 27 Jun. 2025

Baron's Cove
See all 4,042 properties in Dering Harbor
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.

Discover the most popular places to visit in Dering Harbor

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach

Shelter Island Historical Society

You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

What to do in Dering Harbor

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

NZ$265
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Private Professional Photoshoot in The Hamptons

Private Professional Photoshoot in The Hamptons

NZ$435
per adult
Private Professional Photoshoot in The Hamptons
See all activities in Dering Harbor

Frequently asked questions

How much does a Dering Harbour holiday package cost?
You can grab a holiday package to this popular destination from NZ$3,221 on Expedia. However, how much your holiday to Dering Harbour costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Dering Harbour?
January, February and March are great times to look for cheap Dering Harbour holiday packages. Travelling in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for Dering Harbour?
With a well-planned schedule, you can easily tick off the main Dering Harbour sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Dering Harbour holiday for longer.
How to find the best Dering Harbour package deals?
Use Expedia's handy filters to find some unbeatable Dering Harbour package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Dering Harbour package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Dering Harbour holiday as a package?
You can enjoy significant savings on your Dering Harbour getaway by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Dering Harbour?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Dering Harbour getaway.
How to plan a trip to Dering Harbour?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Dering Harbour.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Dering Harbour.
  3. Decide your trip length: Think about how much time you want to spend exploring Dering Harbour. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, lock in the right Dering Harbour holiday package for you.

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