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.
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 2025/8/23

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 2025/8/24

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is NT$3,031 per night from Sep 15 to Sep 16
NT$3,031
NT$3,485 total
Sep 15 - Sep 16
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! (1,010 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 2025/8/24

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is NT$10,894 per night from Sep 9 to Sep 10
NT$10,894
NT$13,139 total
Sep 9 - Sep 10
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! (1,005 reviews)
"Very nice checkin"
Reviewed on 2025/8/23

Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is NT$8,041 per night from Sep 17 to Sep 18
NT$8,041
NT$10,683 total
Sep 17 - Sep 18
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)
"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 2025/8/18

The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is NT$6,846 per night from Sep 3 to Sep 4
NT$6,846
NT$8,693 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! (324 reviews)
"The hotel is located in a central part of Southampton, with most attractions within 5–10 miles. It’s clean, well-kept, and the room was spacious and well-equipped. Unfortunately, the service—specifically from Joseph—was disappointing. Upon arrival, I was mistaken for a delivery person, which felt ..."
Reviewed on 2025/8/25
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.