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.
Things to do
Private Vacation Photoshoot with Photographer in The Hamptons
￥44,931
per adult
The Heights Hotel Deals
House on Chase Creek
3 Locust Avenue Shelter Island Heights NY
The price is ￥16,213 per night from Jan 26 to Jan 27
￥16,213
￥18,525 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this golf guesthouse in Shelter Island Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Shelter Island Country ...
9.4/10 Exceptional! (79 reviews)
The House on Chase Creek is absolutely amazing! My husband and I are celebrating our 20th anniversary and I’ve been telling him about Shelter Island literally for almost 40 years. Well we finally made it and the trip, the home, the welcoming of my dog, was all so just so welcoming and nice. Bill, ...
Reviewed on Nov 9, 2025
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! (1,002 reviews)
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!
Reviewed on Jan 23, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ￥20,884 per night from Jan 27 to Jan 28
￥20,884
￥28,308 total
Jan 27 - Jan 28
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! (607 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 ￥30,427 per night from Feb 1 to Feb 2
￥30,427
￥37,678 total
Feb 1 - Feb 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! (1,002 reviews)
Great room and staff
Reviewed on Jan 14, 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
The Harbor Front Inn
209 Front St Greenport NY
The price is ￥18,244 per night from Jan 27 to Jan 28
￥18,244
￥25,291 total
Jan 27 - Jan 28
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! (562 reviews)
The staff was wonderful and the room and views fantastic.
Reviewed on Jan 12, 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.
