Shelter Island Heights Holidays from NZ$3,255

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The Latest Shelter Island Heights Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was NZ$4,468, price is now NZ$3,255 per person
NZ$3,255
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,998 reviews)
good overall. but no laundry.

Reviewed on 1 July 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was NZ$5,922, price is now NZ$4,176 per person
NZ$4,176
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (1,243 reviews)
Room was clean, staff were extremely helpful, valet was easily accessible.

Reviewed on 30 June 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$4,665, price is now NZ$3,337 per person
NZ$3,337
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Great location. Didn’t need anything from staff throughout but check in was smooth.

Reviewed on 1 July 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$4,729, price is now NZ$3,432 per person
NZ$3,432
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,240 reviews)
Our room was not ready until 3:15pm, 15 minutes past the contractual check-in time. We had arrived at 9am and requested for to check in early if possible because of evening commitments. I understand it's a busy hotel, but to not be allowed to check in until 15 minutes after the guaranteed time is pathetic. I called at 12pm and they said the room would be ready soon. It was not. No apologies were given. Our AC vent was also clicking on/off all night making it difficult to sleep. The walls are paper thin and you can hear everything right outside your room. This hotel markets itself up to appear luxurious in the lobby and outside, but once you're in your room it is miserable. $6 for a drip coffee in the morning. Avoid at all costs. You are better off anywhere else.

Reviewed on 2 July 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Price was NZ$4,927, price is now NZ$3,592 per person
NZ$3,592
per person
17 Aug - 23 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (1,828 reviews)
I definitely had a wonderful stay!

Reviewed on 1 July 2026

Shelter Island Heights Holiday

Shelter Island Heights Beach Holiday

Escape the stresses of everyday life and let your body, mind and soul unwind on your Shelter Island Heights holiday. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves lapping at the shore. Plan your trip to Shelter Island Heights the easy way by choosing one of our Shelter Island Heights holiday packages. Many tourists choose to base themselves near Crescent Beach, a must-see just 2 kilometres from the downtown area.

Things You Should Know About Shelter Island Heights

  • Check into one of our Shelter Island Heights beach hotels to appreciate the best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises just moments from your front door.
  • Alternatively, check out our range of private holiday homes. They're popular with travellers planning a stay in Shelter Island Heights. Consider Shelter Island House and The Chequit.
  • There are tons of activities that keep the 1 050 or so residents of Shelter Island Heights occupied. Browsing our Shelter Island Heights things to do page will let you in on the best of what this place has to offer.
  • Land great deals with a Shelter Island Heights holiday package. With the money you save, you won't regret indulging in this destination's best offerings. Sunset Beach, Crescent Beach and Crescent Beach are excellent places to start.

Our pick of the best Shelter Island Heights Hotel Deals

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is NZ$1,679 per night from 2 Aug to 3 Aug
NZ$1,679
2 Aug - 3 Aug
includes taxes & fees
9.6/10 Exceptional! (90 reviews)
"Good service good people"

Reviewed on 27 June 2026

The Pridwin Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is NZ$2,953 per night from 14 July to 15 July
NZ$2,953
14 July - 15 July
includes taxes & fees
8.4/10 Very good! (817 reviews)
"Beautiful room and location!"

Reviewed on 1 July 2026

Gurney's Montauk Resort & Seawater Spa
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
The price is NZ$1,295 per night from 20 July to 21 July
NZ$1,295
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (146 reviews)
"Amazing location to the beach and town. Brand new. All the appliances and amenities were great. The pool area great as well. Currently building a bar/ resturaunt at the pool to be open for next summer Wouldn’t stay anywhere else in Montauk"

Reviewed on 30 June 2026

Offshore Montauk
See all 4,783 properties in Shelter Island Heights
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.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
See properties

Frequently asked questions

How much does a Shelter Island Heights holiday package cost?
You'll find cheap prices from NZ$3,255 on Expedia for your Shelter Island Heights getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Shelter Island Heights costs.
What are the cheapest months to go to Shelter Island Heights?
If you're hoping to score a cheap Shelter Island Heights holiday package, consider visiting in December, January and February. You're likely to find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Shelter Island Heights?
Allow at least 2 days for your Shelter Island Heights holiday to discover everything that makes this place special. Wander around key areas, including Greenport West and The Heights. Then check out top sights such as Sylvester Manor and Sunset Beach. With a clever itinerary, you'll be kept busy with room for some rest and relaxation too. Want to travel outside of Shelter Island Heights? Consider fitting in a day trip or two.
Is it worth booking a holiday package to Shelter Island Heights?
Shelter Island Heights is a good holiday destination with attractions like Crescent Beach among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Shelter Island Heights holiday promises fun for everyone.
How to find the best Shelter Island Heights package deals?
Use Expedia's handy filters to help you find some of the best Shelter Island Heights package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Shelter Island Heights package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Shelter Island Heights holiday as a package?
You can enjoy significant savings on your Shelter Island Heights escape by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Shelter Island Heights?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Shelter Island Heights break.
How to plan a trip to Shelter Island Heights?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the type of activities available will also help you decide when to visit Shelter Island Heights.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Shelter Island Heights.
  3. Decide how long to go away for: Now that you're up to speed on Shelter Island Heights, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Shelter Island Heights holiday package that brings all your bookings together.

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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.