The Heights Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
€1,154
per person
19 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
6.8/10 (2,037 reviews)
Amazing location for anyone wanting to see broadway shows! Right in times Square and just a few steps away from the TKTS discount booth!
Reviewed on 9 Aug 2026
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
€289
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (46 reviews)
"We reserved one of the large suites and it was just fabulous. I can’t stand enough about the staff. They were incredible. You can’t beat the location. You can walk to everything. We had a wonderful weekend."
Reviewed on 9 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
€98
10 Aug - 11 Aug
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Very dated and no elevator. Room was very hot when we got there."
Reviewed on 9 Aug 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
€355
7 Sept - 8 Sept
includes taxes & fees
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 €1,154. 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.
Stay near popular The Heights attractions
Shelter Island Country Club
10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
Things to do
Private Vacation Photoshoot with Photographer The Hamptons
€245
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.