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$246
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
AU$215
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! (30 reviews)
"we loved it!"
Reviewed on 9 Jul. 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is AU$193 per night from 3 Aug to 4 Aug
AU$193
3 Aug - 4 Aug
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! (1,005 reviews)
"Very satisfied"
Reviewed on 9 Jul. 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is AU$645 per night from 13 July to 14 July
AU$645
13 July - 14 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! (1,003 reviews)
"Fantastic!! Loved staying at this luxurious hotel"
Reviewed on 8 Jul. 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (871 reviews)
Great location & Updated Room
"We had an updated room. Refrigerator in the room was great! Comfortable beds & everything was clean on checkin. We were allowed to use the pool while waiting for our room to be ready. The room cleaning on the 2nd day left a lot to be desired. Beds were not made, dirty towels were left but a clean ..."
Reviewed on 5 Jul. 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 15 July to 16 July
AU$140
15 July - 16 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! (989 reviews)
"The roadside in exceeded my expectations in all areas"
Reviewed on 9 Jul. 2025
Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is AU$1,068 per night from 12 Aug to 13 Aug
AU$1,068
12 Aug - 13 Aug
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! (262 reviews)
"Really beautiful and clean property that is very convenient and great amenities."
Reviewed on 27 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.