The Heights Holidays from NZ$2,324

Book a Hotel + Flight or Car together to unlock savings

Photo by Erisa Dilo
    deals illustration
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in The Heights

Price found within the past 48 hours. Click for updated prices.
Hotel 1080 Brooklyn

Hotel 1080 Brooklyn

3.5 out of 5
per person
1 Aug - 8 Aug
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.6/10 Good! (289 reviews)
Great conversation place to stay near Bushwick

Reviewed on 24 Jun. 2025

Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
1 Aug - 8 Aug
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.6/10 Good! (796 reviews)
I return yearly to this location however this time the tv didn’t work and I was just left to deal with it…..

Reviewed on 23 Jun. 2025

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
per person
1 Aug - 8 Aug
found 1 hour ago
Return flight included
Christchurch (CHC) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (2,037 reviews)
Bed comfortable but hotel and rooms very old in need of a major renovation

Reviewed on 25 Jun. 2025

Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
per person
1 Aug - 8 Aug
found 1 hour ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.2/10 Good! (1,273 reviews)
Nice and clean and the staff is very friendly and helpful.

Reviewed on 22 Jun. 2025

Hampton Inn & Suites Parsippany/North

Hampton Inn & Suites Parsippany/North

2.5 out of 5
per person
1 Aug - 8 Aug
found 1 hour ago
Return flight included
Christchurch (CHC) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,000 reviews)
Great hotel! It was quiet, clean and staff was friendly and helpful. Would definitely recommend staying there.

Reviewed on 31 May 2025

Our pick of the best The Heights Hotel Deals

The Chequit
The Chequit
3 out of 5
23 Grand Ave, Shelter Island Heights, NY
8.6/10 Excellent! (29 reviews)
"Excellent"

Reviewed on 10 Nov. 2024

Get rates
The Chequit
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 30 June to 1 July
NZ$158
30 June - 1 July
includes taxes & fees
7.6/10 Good! (979 reviews)
"Property was clean buy outdated."

Reviewed on 23 Jun. 2025

Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
Fully refundableReserve now, pay when you stay
The price is NZ$674 per night from 13 July to 14 July
NZ$674
13 July - 14 July
includes taxes & fees
9/10 Wonderful! (254 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on 21 Jun. 2025

Baron's Cove
See all 4,073 properties in The 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.

Frequently asked questions

How much does a The Heights holiday package cost?
Tailor make your The Heights package from a low NZ$2,324. Pick from any combination of flights, hotels and rental cars to build the trip of your dreams. Remember to add on a few experiences or tours!
How do I get a cheap travel package to The Heights?
Bundle your bookings with Expedia to save on your next getaway. With more than 550 airlines and 1 000 000 properties around the globe, your The Heights holiday package can be customized exactly to suit your budget. With all that extra cash, why not throw in a few awesome tours and experiences? It's an easy way to unlock even more savings. Your dream holiday in The Heights is much closer than you thought!
Where should I stay in The Heights?
With fascinating attractions such as Sunset Beach and Crescent Beach in this area, try to find a hotel situated near either of them. Shelter Island Country Club is another The Heights sight that draws the crowds.
What are the top hotels in The Heights?
House On Chase Creek and The Chequit are a couple of the most sought-after properties in The Heights. Why not have a look at the rates and amenities at each and then make a decision?
How far in advance should I book my The Heights holiday?
It's difficult to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you can't book early, don't worry. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia The Heights travel package include?
Expedia has everything you need to arrange your The Heights getaway, but how you structure your package depends on you. Pick from any combination of rental cars, hotels and flights. In search of some tours or activities to fill in your time? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to meet your needs.
What should I know before booking a The Heights travel package?
So many places to visit, so many things to experience. With a travel package, you'll be able to tick more of them off your list. Combine your hotels, flights and rental cars and get set to save.
Can I choose my airline with a The Heights Expedia holiday package?
Most definitely. We offer more than 550 partner airlines all over the world, so you can customize your The Heights holiday according to your needs and budget.
If I'm not able to travel, can I cancel my The Heights holiday package?
Plans can change without warning, so yes. You may be able to change or cancel your The Heights holiday package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, hotel or airline may charge additional fees. Need more information? Visit our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in The Heights

Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.

Sylvester Manor

Activities

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$264
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Shelter Island Heights
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.