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
From Mattituck: North Fork Area Bike Tour with Food Tasting
AU$213
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! (35 reviews)
"Always a sold stay on Shelter Island"
Reviewed on 23 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! (915 reviews)
"Nice staff and the hotel is fine."
Reviewed on 24 Aug. 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 15 Sept to 16 Sept
AU$178
15 Sept - 16 Sept
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 salt water pool was awesome! Would have liked it a little bit warmer. Breakfast was great, eggs, sausage, English muffins, bagels coffee,tea, waffles, fruit, cereal, juice! Rooms were spacious with fridge. Would highly recommend"
Reviewed on 24 Aug. 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is AU$662 per night from 8 Sept to 9 Sept
AU$662
8 Sept - 9 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 ...
9.4/10 Exceptional! (1,002 reviews)
"Felt like loyalty. Spotless rooms and bathrooms. Restaurant staff treated us like old friends. We will be back. Thank you so much."
Reviewed on 21 Aug. 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is AU$585 per night from 9 Sept to 10 Sept
AU$585
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! (561 reviews)
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"
Reviewed on 18 Aug. 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is AU$414 per night from 3 Sept to 4 Sept
AU$414
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! (322 reviews)
Convenient location
"Good hotel. Large comfortable room. Did not stay at hotel much as used mainly as a place to spend the night for day trips to Sag Harbor and Montauck"
Reviewed on 23 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.