The Heights Holidays

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  • Better together

    Save up to €900 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

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Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was €1,222, price is now €884 per person
€884
per person
26 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8/10 Very good! (2,461 reviews)
Don’t be deceived by the entrance. The rooms are really well equipped and comfortable.

Reviewed on 23 Jun 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was €1,780, price is now €1,204 per person
€1,204
per person
24 Aug - 30 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Hotel was quaint and charming! The beds were comfortable and clean. Staff was super helpful and even let us borrow an umbrella and were really quick with food recommendations and subway directions! Loved our stay…would stay here again.

Reviewed on 23 Jun 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was €1,373, price is now €930 per person
€930
per person
26 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,230 reviews)
Nice, quiet, family friendly. Close to everything. Drinks and water included were a nice touch after a long day of walking

Reviewed on 23 Jun 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was €2,365, price is now €1,607 per person
€1,607
per person
24 Aug - 30 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,014 reviews)
The bartender Sunny in the bar. Can't keep up with the crowd and forgets a lot.

Reviewed on 23 Jun 2026

Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Price was €1,316, price is now €931 per person
€931
per person
26 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
Elevators could use some work.

Reviewed on 23 Jun 2026

Top hotels in The Heights

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
The price is €568 per night from 29 Jun to 30 Jun
€568
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (38 reviews)
"Lovely inn, great staff, beautiful location."

Reviewed on 21 Jun 2026

The Chequit
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue Shelter Island Heights NY
The price is €276 per night from 24 Jun to 25 Jun
€276
24 Jun - 25 Jun
includes taxes & fees
9.4/10 Exceptional! (83 reviews)
"It was a beautiful location. Didn’t have time to enjoy the island, but loved the area and location."

Reviewed on 22 Jun 2026

House on Chase Creek
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is €98 per night from 24 Jun to 25 Jun
€98
24 Jun - 25 Jun
includes taxes & fees
8/10 Very good! (1,000 reviews)
"staff and parking"

Reviewed on 22 Jun 2026

Pier Blue Inn Old Saybrook - Essex
See all 4,124 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 €884. 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

Things to do

Private Vacation Photoshoot with Photographer The Hamptons

Private Vacation Photoshoot with Photographer The Hamptons

€245
per adult
Private Vacation Photoshoot with Photographer The Hamptons
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.