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.
Things to do
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
￥28,026
per adult
76% of travellers recommend
Private Vacation Photoshoot with Photographer in The Hamptons
￥45,156
per adult
The Heights Hotel Deals
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)
muy limpias
Reviewed on Jan 8, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ￥21,209 per night from Jan 21 to Jan 22
￥21,209
￥28,748 total
Jan 21 - Jan 22
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! (606 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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ￥30,900 per night from Feb 10 to Feb 11
￥30,900
￥38,263 total
Feb 10 - Feb 11
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! (1,007 reviews)
Great place!
Reviewed on Dec 31, 2025
Bayview Resort
53 West Tiana Road Hampton Bays NY
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (455 reviews)
Just right.
Reviewed on Nov 19, 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ￥19,153 per night from Jan 29 to Jan 30
￥19,153
￥22,040 total
Jan 29 - Jan 30
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! (423 reviews)
The rooms were so nice! Definitely gonna be back!
Reviewed on Jan 2, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (978 reviews)
Staff was very friendly room was clean and comfortable
Reviewed on Jan 11, 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.
