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 carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Crescent Beach
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Things to do
Long Island Wine and Food Day Trip with Sommelier host from NYC
￥21,858
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
￥20,529
per adult
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! (32 reviews)
"we loved it!"
Reviewed on Jul 9, 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is ￥42,773 per night from Sep 9 to Sep 10
￥42,773
￥56,097 total
Sep 9 - Sep 10
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! (554 reviews)
"Amazing view and location. Room is clean overall but could use more shelves and drawers. Restaurant is not open daily. When opened, very hard to get seated."
Reviewed on Aug 8, 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is ￥51,937 per night from Aug 26 to Aug 27
￥51,937
￥62,682 total
Aug 26 - Aug 27
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! (1,004 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"
Reviewed on Aug 9, 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! (901 reviews)
"Stay was amazing, staff is amazing, room was amazing.. only concern is driving off the property into the main road can be a bit dangerous."
Reviewed on Aug 9, 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is ￥16,325 per night from Aug 18 to Aug 19
￥16,325
￥18,773 total
Aug 18 - Aug 19
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! (1,004 reviews)
"The staff was great, older hotel but in good shape."
Reviewed on Aug 7, 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is ￥28,957 per night from Sep 3 to Sep 4
￥28,957
￥37,298 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (309 reviews)
"Great!!!"
Reviewed on Aug 9, 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 neighborhoods around The Heights
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.