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
฿6,611
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,657
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,317
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is ฿6,110 per night from 19 Nov to 20 Nov
฿6,110
฿6,981 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 ฿6,027 per night from 1 Nov to 2 Nov
฿6,027
฿7,513 total
1 Nov - 2 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 ฿2,760 per night from 15 Nov to 16 Nov
฿2,760
฿3,174 total
15 Nov - 16 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. ...
8/10 Very good! (1,004 reviews)
"The room had a musty smell when we entered and didn't resemble in the least how it was presented on the website. The room looked dirty, pillows looked old and stained yellow. The television didn't work. The shower barely had any pressure. The employees were very nice."
Reviewed on 27 Oct 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,616 per night from 29 Oct to 30 Oct
฿3,616
฿4,976 total
29 Oct - 30 Oct
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 ...
7.2/10 Good! (1,000 reviews)
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Reviewed on 19 Oct 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿5,852 per night from 22 Nov to 23 Nov
฿5,852
฿7,650 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi 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 ฿5,470 per night from 29 Oct to 30 Oct
฿5,470
฿6,249 total
29 Oct - 30 Oct
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 ...
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.
