The Heights Travel Guide
Shelter Island Heights

Visit The Heights
Stay near popular The Heights attractions
Things to do

Private Luxury Wine Tours of Long Island Pindar Winery
฿6,681
per adult

Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,812
per adult

Private Vacation Photoshoot with Photographer The Hamptons
฿9,252
per adult
Top hotels in The Heights

The Chequit
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 ...

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿5,491 per night from 10 Nov to 11 Nov
฿5,491
฿6,898 total
10 Nov - 11 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 ...

Pier Blue Inn Old Saybrook - Essex
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. ...

The Atlantic Hotel
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 ...

Zey Hotel
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 ...

The Bentley Hotel Southampton
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
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.
