
The Heights Holidays from £1,423
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your The Heights Holiday
Book a The Heights holiday package and immerse yourself in the way of life and vibe of this vibrant neighbourhood. With all your travel plans worked out, the only thing you need to worry about here is having the time of your life. Begin your trip to The Heights with a visit to nearby attractions such as Sunset Beach, Crescent Beach and Sylvester Manor. Stop daydreaming and start doing. When it's time to book your holiday to The Heights, Expedia is here to help.

Hilton New York Times Square
Reviewed on 13 May 2026



2 bedroom luxury Empire State VIEW
Reviewed on 19 Mar 2026

Modern 4BR 2.5BA Duplex For NYC
Reviewed on 24 Apr 2026
Top hotels in The Heights

The Bentley Hotel Southampton
Great for dogs - huge fenced yard
Reviewed on 11 May 2026

Sound View Greenport
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.
Reviewed on 11 May 2026

Sag Harbor Inn
Nice room and view
Reviewed on 15 May 2026
Frequently asked questions
Popular places to visit
Sunset Beach
Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.









