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
Fully refundableReserve now, pay when you stay
The price is ฿6,050 per night from 10 Nov to 11 Nov
฿6,050
฿7,540 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 ...
8.8/10 Excellent! (1,004 reviews)
"I always have an amazing stay. I have been there 10+ times, never a bad moment"
Reviewed on 2 Nov 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,495 per night from 5 Nov to 6 Nov
฿2,495
฿2,869 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 ฿3,496 per night from 24 Nov to 25 Nov
฿3,496
฿4,838 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 ...
7.2/10 Good! (1,003 reviews)
"There was no toilet paper in the room. I went to the front desk twice and no one was there . I did call and leave a message and did not get a call back"
Reviewed on 2 Nov 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿5,150 per night from 16 Nov to 17 Nov
฿5,150
฿6,849 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 ...
Zey Hotel
439 Main Street Greenport NY
The price is ฿5,462 per night from 17 Nov to 18 Nov
฿5,462
฿6,240 total
17 Nov - 18 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 ...
9.2/10 Wonderful! (442 reviews)
"It’s clean and comfortable and very reasonably priced. The rooms are not sound proofed so if sensitive maybe ask for a quiet room."
Reviewed on 3 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.
