The Heights Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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Top Holiday Package Deals in The Heights

Price found within the past 48 hours. Click for updated prices.
Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Manhattan
Price was CA $2,235, price is now CA $1,313 per person
CA $1,313
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,962 reviews)
Nice location, close to Time Square, so it can get noisy at night. No coffee maker and no cups in the room, you have to request it. hotel can use a little TLC

Reviewed on Mar 14, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was CA $2,884, price is now CA $1,587 per person
CA $1,587
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
All staff we came into contact with from front desk to housekeeping to breakfast/happy hour to doormen were super attentive, very friendly and seemed to sincerely see us. The happy hour/dinner and breakfast provided surprisingly good food, lots of variety and very generous pours! Sonia was a standout and we looked forward to seeing her each evening. Beds and bedding very comfortable. Room nicely appointed and clean.

Reviewed on Mar 1, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $7,703, price is now CA $4,483 per person
CA $4,483
per person
Apr 20 - Apr 27
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on Mar 10, 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was CA $2,448, price is now CA $1,514 per person
CA $1,514
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,755 reviews)
Close to Time Square

Reviewed on Mar 14, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $5,395, price is now CA $3,344 per person
CA $3,344
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
The staff was very friendly and the ambience was nice. However, the room was very cramped and had to be careful not to fall over columns and bed on the way to the bathroom. Walls were thin and there was no facial soap provided.

Reviewed on Mar 13, 2026

The Heights Hotel Deals

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 CA $184 per night from Apr 1 to Apr 2
CA $184
CA $235 total
Apr 1 - Apr 2
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Excellent place to stay, water view

Reviewed on Mar 12, 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 CA $240 per night from Mar 27 to Mar 28
CA $240
CA $314 total
Mar 27 - Mar 28
includes taxes & fees
8.4/10 Very Good! (620 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!

Reviewed on Mar 1, 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 CA $179 per night from Apr 5 to Apr 6
CA $179
CA $205 total
Apr 5 - Apr 6
includes taxes & fees
9.6/10 Exceptional! (446 reviews)
Clean room. The man at the office was very friendly.

Reviewed on Mar 10, 2026

The Bentley Hotel Southampton
See all 4,029 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.
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Frequently asked questions

How much does a The Heights vacation package cost?
Tailor make your The Heights package from a low CA $1,313. 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 vacation 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 vacation 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 vacation?
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 vacation package?
Most definitely. We offer more than 550 partner airlines all over the world, so you can customize your The Heights vacation according to your needs and budget.
If I'm not able to travel, can I cancel my The Heights vacation package?
Plans can change without warning, so yes. You may be able to change or cancel your The Heights vacation 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.