Shelter Island Heights Travel Guide

Tourist Guide

A pebbled beach with a sunset and a distant bridge.
A lake with houses on the shore, surrounded by trees and a clear sky.
A coastal landscape with a sunset, a marina, and a residential area.
A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
A calm lake reflecting trees and a clear sky.

Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights
A calm lake reflecting trees and a clear sky.
Photo by Erisa Dilo
Open Photo by Erisa Dilo

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
The price is 7.627.815 ₫ per night from 8 Sept to 9 Sept
7.627.815 ₫
8.714.778 ₫ total
8 Sept - 9 Sept
includes taxes & fees
Stay at this hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
9.2/10 Wonderful! (52 reviews)
"pretty and clean!"

Reviewed on 25 Aug 2026

The Chequit
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is 13.998.914 ₫ per night from 13 Sept to 14 Sept
13.998.914 ₫
17.593.122 ₫ total
13 Sept - 14 Sept
includes taxes & fees
Stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (112 reviews)
"lovely place. Had an issue with my AC and there was nobody around to fix it"

Reviewed on 25 Aug 2026

The Pridwin Hotel
West Neck Guesthouse

West Neck Guesthouse

3.5 out of 5
31 W Neck Rd Shelter Island Heights NY
The price is 8.175.453 ₫ per night from 31 Aug to 1 Sept
8.175.453 ₫
9.340.618 ₫ total
31 Aug - 1 Sept
includes taxes & fees
Stay at this B&B in Shelter Island Heights. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Shelter Island Country Club and Sunset Beach ...
West Neck Guesthouse
See all 4,734 properties in Shelter Island 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.
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
North Fork Resort
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
Montauk Manor
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
Stay at this beach aparthotel in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and East End ...
Cliffside Resort Condominiums
See all properties in Shelter Island 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.

Stay near popular Shelter Island Heights attractions

Sunset Beach

9.4/10 (14 reviews)
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.
See properties

Cities near Shelter Island Heights

An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Greenport

A wooden gazebo by a pond with a large tree trunk nearby.

Shelter Island

A calm lake with a forest in the background during sunset.

Southold

A lighthouse on a rocky outcrop with a boat in the water.

Orient

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