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 ฿5,986 per night from 1 Nov to 2 Nov
฿5,986
฿6,839 total
1 Nov - 2 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 ฿5,964 per night from 2 Nov to 3 Nov
฿5,964
฿7,435 total
2 Nov - 3 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 ฿2,368 per night from 19 Oct to 20 Oct
฿2,368
฿2,723 total
19 Oct - 20 Oct
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! (1,005 reviews)
"Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above."
Reviewed on 17 Oct 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,580 per night from 28 Oct to 29 Oct
฿3,580
฿4,925 total
28 Oct - 29 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! (1,003 reviews)
"The place is rundown. Random things broken or badly worn. TV remote would not work. I went to the office for assistance at 6:30 PM but they were already closed. Turns out the batteries were dead. Thankfully I had some. Nasty used pod in the coffee maker. Gross carpet. Long black hair in the bed and ..."
Reviewed on 17 Oct 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿5,986 per night from 16 Nov to 17 Nov
฿5,986
฿7,794 total
16 Nov - 17 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 ...
8.4/10 Very good! (758 reviews)
"The ambience is amazing! We loved our stay!!"
Reviewed on 17 Oct 2026
Zey Hotel
439 Main Street Greenport NY
The price is ฿6,092 per night from 20 Oct to 21 Oct
฿6,092
฿6,960 total
20 Oct - 21 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 ...
9.2/10 Wonderful! (431 reviews)
"Hotel is in a great location, central to everything. Staff was helpful and courteous. We will definitely be back!"
Reviewed on 16 Oct 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.
