The Heights Vacations from ￥185,874

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The Latest The Heights Vacation Packages

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

Radio Hotel

4 out of 5
Manhattan
Price was ￥259,605, price is now ￥185,874 per person
￥185,874
per person
Feb 3 - Feb 9
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
We loved it and the restaurant but for Friday night. We were on the 10th floor and the he music from the Event space on the 12th floor shock and pounded us till 4 am. If you like to sleep at night come here weeknights ONLY!

Reviewed on Nov 29, 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Price was ￥442,850, price is now ￥308,590 per person
￥308,590
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

Kimpton Theta New York - Times Square by IHG

Kimpton Theta New York - Times Square by IHG

4 out of 5
Manhattan
Price was ￥479,135, price is now ￥345,469 per person
￥345,469
per person
Dec 30 - Jan 5
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to New York (NYC)
8.8/10 Excellent! (1,265 reviews)
The best thing about this hotel is the housekeeping staff! Never have I met a nicer team of hotel employees who genuinely were so kind. They really made our stay special.

Reviewed on Nov 29, 2025

The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Manhattan
Price was ￥468,150, price is now ￥338,835 per person
￥338,835
per person
Dec 31 - Jan 6
found 20 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Excellent hotel! Staff if extremely helpful! Very clean!

Reviewed on Nov 28, 2025

The Fifty Sonesta Hotel New York

The Fifty Sonesta Hotel New York

4 out of 5
Manhattan
Price was ￥312,654, price is now ￥227,492 per person
￥227,492
per person
Feb 13 - Feb 20
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
8.6/10 Excellent! (1,302 reviews)
Well located and nice service. The rooms have a decent size for Ny standards The hotel has not been updated in the past couple of years. Could use a “facelift” But I’ll definitely stay here again if needed to stay in the area

Reviewed on Nov 29, 2025

The Heights Hotel Deals

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.

Reviewed on Oct 10, 2025

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The Chequit
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! (1,003 reviews)
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.

Reviewed on Nov 28, 2025

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Pier Blue Inn Old Saybrook - Essex
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 ￥24,785 per night from Dec 3 to Dec 4
￥24,785
￥31,198 total
Dec 3 - Dec 4
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Staff is fantastic

Reviewed on Nov 24, 2025

Water's Edge Resort & Spa
See all 3,989 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 vacation package cost?
Tailor make your The Heights package from a low ￥185,874. 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.

Discover the most popular places to visit in The Heights

Crescent Beach

4.5/5(4 reviews)

Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

Crescent Beach

Things to do

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

￥28,176
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
Private Vacation Photoshoot with Photographer in The Hamptons

Private Vacation Photoshoot with Photographer in The Hamptons

￥40,465
per adult
Private Vacation Photoshoot with Photographer in The Hamptons
The Hamptons Coastal Escape from NYC

The Hamptons Coastal Escape from NYC

￥139,617
per traveler
The Hamptons Coastal Escape from NYC
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.