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.
Things to do

Private Vacation Photoshoot with Photographer in The Hamptons
¥44,981
per adult
The Heights Hotel Deals

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ¥21,362 per night from Apr 1 to Apr 2
¥21,362
¥27,315 total
Apr 1 - Apr 2
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)
Excellent place to stay, water view
Reviewed on Mar 12, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ¥24,367 per night from Mar 26 to Mar 27
¥24,367
¥32,390 total
Mar 26 - Mar 27
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! (620 reviews)
Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!
Reviewed on Mar 1, 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ¥20,868 per night from Apr 5 to Apr 6
¥20,868
¥24,000 total
Apr 5 - Apr 6
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! (446 reviews)
Clean room. The man at the office was very friendly.
Reviewed on Mar 10, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ¥14,598 per night from Mar 22 to Mar 23
¥14,598
¥16,788 total
Mar 22 - Mar 23
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! (1,000 reviews)
Very welcoming staff. Average accommodations but comfortable and convenient to supermarket.
Reviewed on Mar 9, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is ¥22,923 per night from Mar 15 to Mar 16
¥22,923
¥26,189 total
Mar 15 - Mar 16
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! (244 reviews)
Very friendly
Reviewed on Mar 6, 2026

The Harbor Front Inn
209 Front St Greenport NY
The price is ¥21,362 per night from Mar 15 to Mar 16
¥21,362
¥28,957 total
Mar 15 - Mar 16
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! (572 reviews)
Room was clean, climate control worked well kept room comfortable, bathroom was nice. Only thing I would suggest would be a complementary bottle of water for each guest.
Reviewed on Mar 10, 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.

