The Heights
Shelter Island Heights
Visit The Heights
Stay near popular The Heights attractions
Things to do
Private Vacation Photoshoot with Photographer in The Hamptons
RM1,159
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is RM1,183 per night from 9 Sept to 10 Sept
RM1,183
RM1,352 total
9 Sept - 10 Sept
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 ...
9.2/10 Wonderful! (52 reviews)
"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive ..."
Reviewed on 20 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is RM383 per night from 23 Aug to 24 Aug
RM383
RM441 total
23 Aug - 24 Aug
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! (1,011 reviews)
"Clean and comfortable room. Very dated furniture."
Reviewed on 19 Aug 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is RM1,097 per night from 15 Sept to 16 Sept
RM1,097
RM1,600 total
15 Sept - 16 Sept
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! (695 reviews)
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Reviewed on 20 Aug 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is RM797 per night from 8 Sept to 9 Sept
RM797
RM1,012 total
8 Sept - 9 Sept
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 ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is RM943 per night from 14 Sept to 15 Sept
RM943
RM1,154 total
14 Sept - 15 Sept
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 ...
North Fork Resort
690 Queen St Greenport NY
The price is RM1,300 per night from 20 Sept to 21 Sept
RM1,300
RM1,485 total
20 Sept - 21 Sept
includes taxes & fees
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.6/10 Exceptional! (50 reviews)
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
Reviewed on 20 Aug 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.
