Popular places to visit
Shelter Island Country Club
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
Sunset Beach
Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Crescent Beach
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Activities
Long Island Wine and Food Day Trip with Sommelier host from NYC
AU$226
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
AU$212
per adult
Our pick of the best The Heights Hotel Deals
The Chequit
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (37 reviews)
"A cozy room with great pillows and quiet. Perfect little place."
Reviewed on 10 Oct 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is AU$141 per night from 22 Oct to 23 Oct
AU$141
22 Oct - 23 Oct
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,011 reviews)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
Reviewed on 11 Oct 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is AU$165 per night from 2 Nov to 3 Nov
AU$165
2 Nov - 3 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,007 reviews)
"Our stay was just what we needed. Breakfast was full of choices and and plenty to eat and drink. A perfect stop in a lovely town."
Reviewed on 12 Oct 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is AU$466 per night from 26 Oct to 27 Oct
AU$466
26 Oct - 27 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (579 reviews)
"There was some deck furniture that needed repair. No microwave?? Why?"
Reviewed on 9 Oct 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is AU$462 per night from 6 Nov to 7 Nov
AU$462
6 Nov - 7 Nov
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,011 reviews)
"Beautiful property, we loved our room, friendly staff."
Reviewed on 13 Oct 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7/10 Good! (952 reviews)
"Love the area love the room size clean parking was perfect"
Reviewed on 10 Oct 2025
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.
Other neighbourhoods around The Heights
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.
