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
4.5/5(9 reviews)
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
4.5/5(4 reviews)
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
Sound View Greenport
58775 County Rd 48 Greenport NY
Fully refundable
The price is ₩214,406 per night from Mar 15 to Mar 16
₩214,406
₩286,124 total
Mar 15 - Mar 16
includes taxes & fees
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! (610 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
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. ...
7.8/10 Good! (1,003 reviews)
Room was clean and warm and the staff was very friendly
Reviewed on Feb 1, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ₩283,042 per night from Feb 19 to Feb 20
₩283,042
₩350,482 total
Feb 19 - Feb 20
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! (1,002 reviews)
Great room and staff
Reviewed on Jan 14, 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is ₩145,796 per night from Feb 19 to Feb 20
₩145,796
₩167,665 total
Feb 19 - Feb 20
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! (1,001 reviews)
Peaceful, calm atmosphere
Reviewed on Feb 12, 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is ₩180,317 per night from Feb 17 to Feb 18
₩180,317
₩247,177 total
Feb 17 - Feb 18
includes taxes & fees
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (566 reviews)
Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return!
Reviewed on Feb 6, 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ₩181,796 per night from Feb 20 to Feb 21
₩181,796
₩209,143 total
Feb 20 - Feb 21
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! (434 reviews)
Adorable room
Reviewed on Jan 28, 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.
