The Heights Travel Guide
Shelter Island Heights
Visit The Heights
Stay near popular The Heights attractions
Things to do
Half-Day Private Long Island Wine Tour Experience
฿9,517
per adult
Private Luxury Wine Tours of Long Island Pindar Winery
฿6,494
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is ฿6,857 per night from 4 Oct to 5 Oct
฿6,857
฿7,834 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 ...
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿8,780 per night from 1 Oct to 2 Oct
฿8,780
฿10,975 total
1 Oct - 2 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 ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,697 per night from 16 Sept to 17 Sept
฿2,697
฿3,101 total
16 Sept - 17 Sept
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! (1,003 reviews)
"Deverian actualizar las tv’s"
Reviewed on 11 Sept 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,941 per night from 1 Oct to 2 Oct
฿3,941
฿5,329 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 ...
7.2/10 Good! (1,004 reviews)
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is ..."
Reviewed on 11 Sept 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿5,924 per night from 7 Oct to 8 Oct
฿5,924
฿7,383 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 ...
Zey Hotel
439 Main Street Greenport NY
The price is ฿5,577 per night from 11 Oct to 12 Oct
฿5,577
฿6,372 total
11 Oct - 12 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! (401 reviews)
"Such an amazing hotel to stay for the weekend"
Reviewed on 9 Sept 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 Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.
