The Heights Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was S$2,962, price is now S$2,185 per person
S$2,185
per person
17 May - 23 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (1,617 reviews)
Great experience Personal was amazing and very helpful I will recommend 100%

Reviewed on 26 Feb, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was S$3,994, price is now S$2,607 per person
S$2,607
per person
17 May - 23 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
The room wasn’t spotless. There was hair

Reviewed on 28 Feb, 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was S$4,911, price is now S$3,418 per person
S$3,418
per person
17 May - 23 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,002 reviews)
Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready.

Reviewed on 24 Feb, 2026

Citadines Connect Fifth Avenue New York

Citadines Connect Fifth Avenue New York

3.5 out of 5
Manhattan
Price was S$3,403, price is now S$2,503 per person
S$2,503
per person
17 May - 23 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,691 reviews)
Yes, room was quite small, but was clean and the staff was really nice.

Reviewed on 28 Feb, 2026

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Price was S$3,662, price is now S$2,735 per person
S$2,735
per person
17 May - 23 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,219 reviews)
Spacious suite. Helpful, attentive staff. In the heart of Manhattan.

Reviewed on 23 Feb, 2026

Top hotels in The Heights

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
8/10 Very Good! (1,000 reviews)
Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question.

Reviewed on 22 Feb, 2026

Get rates
Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$257 per night from 18 Mar to 19 Mar
S$257
18 Mar - 19 Mar
includes taxes & fees
8.4/10 Very Good! (617 reviews)
The rooms are clean but very little insulation in the walls. I could hear the entire conversation of my neighbors. Our room was very close to the highway as well. Nice view though.

Reviewed on 27 Feb, 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 S$268 per night from 1 Apr to 2 Apr
S$268
1 Apr - 2 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The staff throughout our stay was amazing. Our room was spotless and so comfortable. Beautiful view from the balcony. The spa was beautiful. We had relaxing massages. We ate in the main dining room. Our waiter was great and the food was amazing. We had so much fun using the jacuzzi and the pool which ...

Reviewed on 24 Feb, 2026

Water's Edge Resort & Spa
See all 4,020 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 S$2,185. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.