The Heights Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Club Quarters, Times Square - Midtown

Club Quarters, Times Square - Midtown

4 out of 5
Manhattan
Price was €1,155, price is now €970 per person
€970
per person
1 May - 5 May
found 19 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (2,982 reviews)
Very clean room, great location, everything we needed for our short weekend trip

Reviewed on 21 Mar 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,613, price is now €1,105 per person
€1,105
per person
1 May - 5 May
found 19 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Friendliest staff in reception, bellman and coffee shop. Clean hotel. Great location! Noisy from outside traffic so bring earplugs to sleep.

Reviewed on 21 Mar 2026

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was €1,401, price is now €1,170 per person
€1,170
per person
1 May - 5 May
found 19 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (3,443 reviews)
Great hotel and attention to details

Reviewed on 19 Mar 2026

M Social Hotel New York Times Square

M Social Hotel New York Times Square

4 out of 5
Manhattan
Price was €1,180, price is now €989 per person
€989
per person
1 May - 5 May
found 19 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (3,630 reviews)
There were stains on the curtains/walls/furniture, the room never cooled off. One of the 2 elevators wasn’t working for 2 days leading to people waiting 15-20 mins outside in the rain. The rooms need refreshing. It was much more visually appealing 3 years ago.

Reviewed on 20 Mar 2026

Club Quarters Hotel, World Trade Center

Club Quarters Hotel, World Trade Center

4 out of 5
Manhattan
Price was €1,180, price is now €994 per person
€994
per person
1 May - 5 May
found 19 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,768 reviews)
Clean rooms, great location, burger and deli food nearby, free water bottles.

Reviewed on 21 Mar 2026

Top hotels in The Heights

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 €209 per night from 23 Mar to 24 Mar
€209
23 Mar - 24 Mar
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Easy

Reviewed on 21 Mar 2026

Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is €194 per night from 5 Apr to 6 Apr
€194
5 Apr - 6 Apr
includes taxes & fees
8.4/10 Very Good! (622 reviews)
Was ok

Reviewed on 21 Mar 2026

Sound View Greenport
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 €130 per night from 5 Apr to 6 Apr
€130
5 Apr - 6 Apr
includes taxes & fees
The Bentley Hotel Southampton
See all 4,051 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 €970. 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.

Popular places to visit

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.