The Heights Holidays from AU$2,422

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Your The Heights Holiday

Your next great escape is just around the corner with a holiday package to The Heights. Entertainment, relaxation and great times — you're bound to find it in this neighbourhood. Not sure what to do and see during your trip to The Heights? Nearby attractions like Sunset Beach, Crescent Beach and Shelter Island Country Club are good places to start. Expedia will help put your plans into action. Book your perfect The Heights holiday now.

Top Holiday Package Deals in The Heights

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was AU$2,988, price is now AU$2,422 per person
AU$2,422
per person
11 Nov - 17 Nov
just found
Return flight included
Melbourne (MEL) to New York (JFK)
8.8/10 Excellent! (6,263 reviews)
The hotel was good and the staff were so nice. I would go again!

Reviewed on 27 Aug. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was AU$4,276, price is now AU$3,113 per person
AU$3,113
per person
11 Nov - 17 Nov
just found
Return flight included
Melbourne (MEL) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Great people, great place, rooms are spot on and Rooftop is worth every penny

Reviewed on 26 Aug. 2025

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Price was AU$3,134, price is now AU$2,472 per person
AU$2,472
per person
11 Nov - 17 Nov
just found
Return flight included
Melbourne (MEL) to New York (JFK)
8.6/10 Excellent! (20 reviews)
Small room but very clean

Reviewed on 13 Aug. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Price was AU$3,650, price is now AU$2,891 per person
AU$2,891
per person
11 Nov - 17 Nov
just found
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (1,587 reviews)
Friendly staff but slow elevators. Was charged an early check in fee when we were supposed to have early check in and late check out.

Reviewed on 26 Aug. 2025

Little Charlie Hotel

Little Charlie Hotel

2 out of 5
Manhattan
Price was AU$3,159, price is now AU$2,575 per person
AU$2,575
per person
11 Nov - 17 Nov
just found
Return flight included
Melbourne (MEL) to New York (JFK)
9.4/10 Exceptional! (1,149 reviews)
Beyond the shower's very low water pressure, this was a great stay for the value, and the location was really convenient!

Reviewed on 25 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! (35 reviews)
"Always a sold stay on Shelter Island"

Reviewed on 23 Aug. 2025

Get rates
The Chequit
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (915 reviews)
"Nice staff and the hotel is fine."

Reviewed on 24 Aug. 2025

Get rates
The Atlantic Hotel
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 23 Sept to 24 Sept
AU$175
23 Sept - 24 Sept
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"The salt water pool was awesome! Would have liked it a little bit warmer. Breakfast was great, eggs, sausage, English muffins, bagels coffee,tea, waffles, fruit, cereal, juice! Rooms were spacious with fridge. Would highly recommend"

Reviewed on 24 Aug. 2025

Quality Inn Old Saybrook - Westbrook
See all 3,997 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.
All Inclusive Holidays
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beach holidays
Beach Holidays
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Frequently asked questions

How much does a The Heights holiday package cost?
Tailor make your The Heights package from a low AU$2,422. 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.

Activities

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

AU$213
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.