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
฿6,494
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,398
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is ฿6,897 per night from 4 Oct to 5 Oct
฿6,897
฿7,880 total
4 Oct - 5 Oct
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 ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,681 per night from 8 Oct to 9 Oct
฿2,681
฿3,083 total
8 Oct - 9 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. ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿5,973 per night from 7 Oct to 8 Oct
฿5,973
฿7,443 total
7 Oct - 8 Oct
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! (1,002 reviews)
"The grounds and the interior of the property were beautifully maintained and tastefully appointed. The staff is exceptionally friendly. The bathroom in my room was dated and needed remodeling. Wall dispensers of shampoo, conditioner and body wash were not installed in shower as is generally offered ..."
Reviewed on 21 Sept 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,973 per night from 1 Oct to 2 Oct
฿3,973
฿5,373 total
1 Oct - 2 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 ...
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿8,851 per night from 14 Oct to 15 Oct
฿8,851
฿11,064 total
14 Oct - 15 Oct
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 ฿5,623 per night from 27 Sept to 28 Sept
฿5,623
฿6,424 total
27 Sept - 28 Sept
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 Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.
