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

From Mattituck: North Fork Area Bike Tour with Food Tasting
CA $191
per adult
The Heights Hotel Deals

The Chequit
23 Grand Ave, Shelter Island Heights, NY
The price is CA $655 per night from Sep 14 to Sep 15
CA $655
CA $749 total
Sep 14 - Sep 15
includes taxes & fees
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 ...

The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is CA $221 per night from Sep 21 to Sep 22
CA $221
CA $287 total
Sep 21 - Sep 22
includes taxes & fees
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. ...

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is CA $506 per night from Sep 1 to Sep 2
CA $506
CA $609 total
Sep 1 - Sep 2
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 ...

Sound View Greenport
58775 County Rd 48, Greenport, NY
Fully refundable
The price is CA $362 per night from Sep 15 to Sep 16
CA $362
CA $480 total
Sep 15 - Sep 16
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 ...

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is CA $110 per night from Sep 1 to Sep 2
CA $110
CA $127 total
Sep 1 - Sep 2
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. ...

The Harbor Front Inn
209 Front St, Greenport, NY
The price is CA $272 per night from Sep 21 to Sep 22
CA $272
CA $378 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the ...
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
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.