The Heights Holidays from NZ$3,252

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Top Holiday Package Deals in The Heights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express New York - Manhattan West Side by IHG

Holiday Inn Express New York - Manhattan West Side by IHG

2.5 out of 5
Manhattan
per person
16 Sept - 22 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (2,075 reviews)
The only problem is the room is a bit small

Reviewed on 14 Aug. 2025

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
16 Sept - 22 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,126 reviews)
Clean very helpful and kind staff Also very pet friendly

Reviewed on 11 Aug. 2025

Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Manhattan
per person
16 Sept - 22 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
7.6/10 Good! (5,496 reviews)
Nice place, nice view of Time Square.

Reviewed on 14 Aug. 2025

Warwick New York

Warwick New York

4 out of 5
Manhattan
per person
16 Sept - 22 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,647 reviews)
This hotel was perfect for first time vacationers to New York. The room was spacious and clean. We had a walk in closet. The bathroom was great. Nice view of 6th street. The hotel is decorated in classic 1920s style, which we loved. The front desk and concierge, door man and other staff were very helpful and nice. This hotel is located with in walking distance of several major attractions and restaurants. A subway access point is a block a way. A couple of convenience stores and coffee shops are also extremely close. 40min taxi ride feom JFK. When we come back NY in the future we will definitely stay there again!

Reviewed on 13 Aug. 2025

Hotel Hendricks

Hotel Hendricks

4 out of 5
Manhattan
per person
16 Sept - 22 Sept
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (1,622 reviews)
The manager was really kind to me and let me check in early to a bigger room! Nice base to explore NYC!

Reviewed on 11 Aug. 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
8.8/10 Excellent! (32 reviews)
"we loved it!"

Reviewed on 9 Jul. 2025

Get rates
The Chequit
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is NZ$635 per night from 9 Sept to 10 Sept
NZ$635
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (557 reviews)
"Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back."

Reviewed on 9 Aug. 2025

Sound View Greenport
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NZ$710 per night from 26 Aug to 27 Aug
NZ$710
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"

Reviewed on 9 Aug. 2025

Saybrook Point Resort & Marina
See all 3,993 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$3,252. 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$246
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

NZ$231
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
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.