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.
Things to do

Long Island Wine and Food Day Trip with Sommelier host from NYC
RM625
per adult

Long Island Wine and Food Day Trip with Sommelier host from NYC
RM626
per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting
RM588
per adult
Top hotels in The Heights

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 ...

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is RM338 per night from 14 Sept to 15 Sept
RM338
RM389 total
14 Sept - 15 Sept
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 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. ...

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is RM1,505 per night from 24 Sept to 25 Sept
RM1,505
RM1,836 total
24 Sept - 25 Sept
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
The price is RM1,222 per night from 29 Sept to 30 Sept
RM1,222
RM1,603 total
29 Sept - 30 Sept
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 ...

The Harbor Front Inn
209 Front St, Greenport, NY
The price is RM822 per night from 13 Oct to 14 Oct
RM822
RM1,145 total
13 Oct - 14 Oct
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
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.