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
NZ$264
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 ...
8.6/10 Excellent! (29 reviews)
"Excellent"
Reviewed on 10 Nov. 2024
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is NZ$158 per night from 30 June to 1 July
NZ$158
30 June - 1 July
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. ...
7.6/10 Good! (982 reviews)
"This is a great place to stay with an outstanding location in Old Saybrook right on RT 1. Great breakfast cafe right across the street."
Reviewed on 24 Jun. 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is NZ$766 per night from 13 July to 14 July
NZ$766
13 July - 14 July
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (255 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."
Reviewed on 21 Jun. 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is NZ$715 per night from 6 July to 7 July
NZ$715
6 July - 7 July
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! (1,000 reviews)
"Fantastic as always!!"
Reviewed on 24 Jun. 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is NZ$885 per night from 30 July to 31 July
NZ$885
30 July - 31 July
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! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
Reviewed on 22 Jun. 2025
Greenporter Hotel
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (120 reviews)
"We love this hotel"
Reviewed on 23 Jun. 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.