The Heights Holidays from NZ$3,092

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Top Holiday Package Deals in The Heights

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was NZ$3,736, price is now NZ$3,092 per person
NZ$3,092
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.4/10 Good! (5,413 reviews)
The hotel room was clean and the location was very central to the tourist attractions that we visited within 2 days. I love that it's in the heart of the city. Check-in had a very long line, especially because the mobile key option was disabled. The elevators took a long time. There could be more food options on-site and it would be nice if they were offered at more economical prices. We didnt have the opportunity to use the resort credit offered for food because of limited options and extremely busy lines. The staff was friendly for the most part. There were a few inconsistencies and its hard to speak with a front desk representative. The overall hotel experience was great for my family with teenagers. I'd come back again during a non-peak season, outside of the holidays.

Reviewed on 1 Jan 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was NZ$4,505, price is now NZ$3,453 per person
NZ$3,453
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Great location, room was clean, decent sized for NY (we did have the penthouse) and courteous staff.

Reviewed on 28 Dec 2025

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was NZ$3,684, price is now NZ$3,125 per person
NZ$3,125
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Amazing staff!! Room was chilly despite the heat being on and high, better windows definitely needed, other than this, no complaints!

Reviewed on 30 Dec 2025

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was NZ$4,315, price is now NZ$3,678 per person
NZ$3,678
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,000 reviews)
The room was spotless, all the staff were helpful and courteous. Madison the manager went out of her way to accommodate us when there was a small maintenance issue which meant we were not able to stay in the room we had booked. She was very helpful and found us a delightful accommodation, making the 5 day stay a warm and welcoming experience. I will be booking here again.

Reviewed on 31 Dec 2025

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was NZ$3,684, price is now NZ$3,142 per person
NZ$3,142
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Christchurch (CHC) to New York (JFK)
8.4/10 Very Good! (1,594 reviews)
The rooms had everything we needed and the staff was great!

Reviewed on 28 Dec 2025

Our pick of the best The Heights Hotel Deals

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is NZ$485 per night from 4 Jan to 5 Jan
NZ$485
4 Jan - 5 Jan
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Yes

Reviewed on 27 Dec 2025

Water's Edge Resort & Spa
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
7.8/10 Good! (1,002 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.

Reviewed on 23 Dec 2025

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Pier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is NZ$245 per night from 8 Jan to 9 Jan
NZ$245
8 Jan - 9 Jan
includes taxes & fees
9.4/10 Exceptional! (405 reviews)
Room was beautiful and spacious. Staff was courteous and on point.

Reviewed on 22 Dec 2025

The Bentley Hotel Southampton
See all 3,984 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$3,092. 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

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

NZ$310
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip 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.