The Heights Travel Guide

Shelter Island Heights

A calm lake reflecting trees and a clear sky.

Stay near popular The Heights attractions

Things to do


Top hotels in The Heights

The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
The price is ฿6,099 per night from 19 Nov to 20 Nov
฿6,099
฿6,968 total
19 Nov - 20 Nov
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 ...
The Chequit
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
The price is ฿5,485 per night from 12 Nov to 13 Nov
฿5,485
฿6,889 total
12 Nov - 13 Nov
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,264 per night from 5 Nov to 6 Nov
฿2,264
฿2,604 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Pier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is ฿3,489 per night from 24 Nov to 25 Nov
฿3,489
฿4,830 total
24 Nov - 25 Nov
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
The Atlantic Hotel
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is ฿5,462 per night from 5 Nov to 6 Nov
฿5,462
฿6,240 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on-site and daily housekeeping. Popular attractions Greenport Harbor Brewing Company ...
Zey Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is ฿4,620 per night from 8 Nov to 9 Nov
฿4,620
฿5,278 total
8 Nov - 9 Nov
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (615 reviews)
"N/A"

Reviewed on 1 Nov 2026

The Bentley Hotel Southampton
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.

Where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.



The Heights Travel Guide