The Heights Holidays

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    Save up to Rp16.000.000 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 hotels in The Heights

House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue Shelter Island Heights NY
The price is Rp4.927.638 per night from 1 Jun to 2 Jun
Rp4.927.638
Rp5.629.878 total
1 Jun - 2 Jun
includes taxes & fees
9.4/10 Exceptional! (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."

Reviewed on 11 May 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 Rp1.566.700 per night from 7 Jun to 8 Jun
Rp1.566.700
Rp1.801.732 total
7 Jun - 8 Jun
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."

Reviewed on 28 May 2026

Pier Blue Inn Old Saybrook - Essex
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is Rp3.039.770 per night from 11 Jun to 12 Jun
Rp3.039.770
Rp3.919.962 total
11 Jun - 12 Jun
includes taxes & fees
9.6/10 Exceptional! (510 reviews)
"Really nice place to stay - recommend it every much"

Reviewed on 29 May 2026

The Bentley Hotel Southampton
See all 4,123 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 . 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

Menhadden Lane Beach

Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

Menhadden Lane Beach

Things to do

Half Day Private Long Island Wine Tour Experience

Half-Day Private Long Island Wine Tour Experience

Rp5.143.488
per adult
Half-Day Private Long Island Wine Tour Experience
Long Island Wine Tour North Fork Sights Bites Flights Half Day AM

Half Day(AM) North Fork Private Wine & Food Tour by Local Expert

Rp6.015.216
per adult
Half Day(AM) North Fork Private Wine & Food Tour by Local Expert
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM

Half Day(PM) North Fork Private Wine & Food Tour by Local Expert

Rp6.015.216
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
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.