
The Heights Holidays from £1,435
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £335 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.

Collective Retreats Governors Island
Reviewed on 12 Oct 2025

1 Hotel Brooklyn Bridge
Reviewed on 10 Mar 2026

Wyndham Garden Chinatown
Reviewed on 2 Mar 2026

The Wall Street Inn
Reviewed on 26 Feb 2026
Top hotels in The Heights

Water's Edge Resort & Spa
Enjoyable stay.
Reviewed on 28 Mar 2026

Sound View Greenport
Lovely hotel. Amazing location. Gorgeous views. Breakfast was good continental. It rained hard and we had some water leaking in the door from the back deck. Mentioned it to the front desk when we checked out. Could’ve posed a Could’ve posed a slipping hazard.Otherwise, I would’ve given five ...
Reviewed on 23 Mar 2026

The Bentley Hotel Southampton
Very nice
Reviewed on 27 Mar 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.









