The Heights, NY
Shelter Island Heights
Visit The Heights
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
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is ₩120,194 per night from May 18 to May 19
₩120,194
₩138,223 total
May 18 - May 19
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. ...
8/10 Very Good! (1,004 reviews)
If you can look beyond the immediate exterior and sense of disrepair (it's not...), then you can enjoy the stay here. While there is no swimming pool, the property is well positioned to the coast and local beaches. They were doing some road construction immediately outside the property and on the ...
Reviewed on May 15, 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ₩253,099 per night from May 21 to May 22
₩253,099
₩289,165 total
May 21 - May 22
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 ...
9.6/10 Exceptional! (498 reviews)
The hostel room itself was clean and nice. The hotel itself is in an interesting area. It’s behind a gas station off a busy main road. There was garbage thrown on the side of the hotel and was loud. Otherwise, it was ok. We probably would not stay here again. Oh and the pool was being drained and ...
Reviewed on May 16, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
Book a stay at this 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! (647 reviews)
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.
Reviewed on May 11, 2026
Sag Harbor Inn
45 West Water Street Sag Harbor NY
The price is ₩576,588 per night from Jun 7 to Jun 8
₩576,588
₩658,751 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (613 reviews)
Nice room and view
Reviewed on May 15, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ₩372,910 per night from May 25 to May 26
₩372,910
₩454,680 total
May 25 - May 26
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,005 reviews)
Very nice place. Great location.
Reviewed on May 15, 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ₩362,576 per night from May 31 to Jun 1
₩362,576
₩451,684 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (269 reviews)
Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend.
Reviewed on May 5, 2026
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.
