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 ฿6,042 per night from 19 Nov to 20 Nov
฿6,042
฿6,903 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 ...
9/10 Wonderful! (78 reviews)
"We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and ..."
Reviewed on 8 Nov 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,586 per night from 11 Nov to 12 Nov
฿2,586
฿2,973 total
11 Nov - 12 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. ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿5,982 per night from 24 Nov to 25 Nov
฿5,982
฿7,455 total
24 Nov - 25 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! (1,009 reviews)
"Great location. The restaurant / bistro is very good. Try the salmon. Staff accommodating and helpful. Room and facilities were clean and inviting. Would stay again."
Reviewed on 9 Nov 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,474 per night from 18 Nov to 19 Nov
฿3,474
฿4,808 total
18 Nov - 19 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! (1,001 reviews)
"A+++++"
Reviewed on 10 Nov 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ฿4,679 per night from 17 Nov to 18 Nov
฿4,679
฿5,346 total
17 Nov - 18 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
Zey Hotel
439 Main Street Greenport NY
The price is ฿5,411 per night from 18 Nov to 19 Nov
฿5,411
฿6,182 total
18 Nov - 19 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! (446 reviews)
"Clean room"
Reviewed on 9 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.
