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.
Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was €1,505, price is now €1,097 per person
€1,097
per person
11 Apr - 16 Apr
found 14 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (1,008 reviews)
Staff was very helpful and the hotel has a really cool vibe!

Reviewed on 3 Feb 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,509, price is now €1,491 per person
€1,491
per person
16 Apr - 23 Apr
found 1 day ago
Return direct flight included
Shannon (SNN) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Very clean and great staff! They were very accommodating!

Reviewed on 3 Feb 2026

The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was €4,700, price is now €3,222 per person
€3,222
per person
16 Apr - 23 Apr
found 1 day ago
Return direct flight included
Shannon (SNN) to New York (JFK)
9.2/10 Wonderful! (508 reviews)
Spa experience was amazing!

Reviewed on 27 Dec 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,868, price is now €1,303 per person
€1,303
per person
7 Apr - 11 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
Clean rooms and space in room.

Reviewed on 2 Feb 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was €1,519, price is now €1,103 per person
€1,103
per person
24 Apr - 29 Apr
found 15 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Really enjoyed our stay. Room was very clean and hotel had a cool vibe. Staff was very friendly and responsive. Would definitely stay there again.

Reviewed on 1 Feb 2026

Top hotels in The Heights

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is €153 per night from 4 Feb to 5 Feb
€153
4 Feb - 5 Feb
includes taxes & fees
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 Jan 2026

Sound View Greenport
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 €203 per night from 8 Feb to 9 Feb
€203
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great room and staff

Reviewed on 14 Jan 2026

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! (1,001 reviews)
Room was clean and warm and the staff was very friendly

Reviewed on 1 Feb 2026

Get rates
Pier Blue Inn Old Saybrook - Essex
See all 3,999 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 €1,097. 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.