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 ฿6,857 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 ฿8,800 per night from 1 Oct to 2 Oct
฿8,800
฿11,000 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 ...
8.4/10 Very good! (720 reviews)
"towels and sheets were dirty. great scenery"
Reviewed on 10 Sept 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,703 per night from 16 Sept to 17 Sept
฿2,703
฿3,108 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! (1,001 reviews)
"This is a good, but very basic option. The room was clean, but the tv remote was actually sticky! I wouldn’t recommend."
Reviewed on 9 Sept 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,950 per night from 1 Oct to 2 Oct
฿3,950
฿5,341 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! (1,002 reviews)
"it was a clean bright comfortable room .Super cozy bed and pillows ,wonderful jacuzzi tub! A nice touch with an espresso machine in the room! Parking was easy and close to everything needed."
Reviewed on 11 Sept 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿5,938 per night from 7 Oct to 8 Oct
฿5,938
฿7,400 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 ...
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is ฿11,561 per night from 4 Oct to 5 Oct
฿11,561
฿14,455 total
4 Oct - 5 Oct
includes taxes & fees
Stay at this spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in their reviews. ...
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.
