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$246
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
NZ$231
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 ...
8.8/10 Excellent! (32 reviews)
"we loved it!"
Reviewed on 9 Jul. 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is NZ$638 per night from 9 Sept to 10 Sept
NZ$638
9 Sept - 10 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 ...
8.4/10 Very Good! (557 reviews)
"Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back."
Reviewed on 9 Aug. 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is NZ$712 per night from 26 Aug to 27 Aug
NZ$712
26 Aug - 27 Aug
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! (1,006 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"
Reviewed on 9 Aug. 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! (905 reviews)
"Bed was comfortable. Shower was very good."
Reviewed on 10 Aug. 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is NZ$213 per night from 19 Aug to 20 Aug
NZ$213
19 Aug - 20 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)
"The staff was great, older hotel but in good shape."
Reviewed on 7 Aug. 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is NZ$458 per night from 3 Sept to 4 Sept
NZ$458
3 Sept - 4 Sept
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! (311 reviews)
"Great!!!"
Reviewed on 9 Aug. 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.