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 care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Crescent Beach
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
Things to do
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM
฿10,664
per adult
Top hotels in The Heights
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.8/10 Good! (1,003 reviews)
muy limpias
Reviewed on 8 Jan 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿4,219 per night from 21 Jan to 22 Jan
฿4,219
฿5,719 total
21 Jan - 22 Jan
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
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 10 Jan 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿6,147 per night from 10 Feb to 11 Feb
฿6,147
฿7,612 total
10 Feb - 11 Feb
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,007 reviews)
Great place!
Reviewed on 31 Dec 2025
Bayview Resort
53 West Tiana Road Hampton Bays NY
Stay at this beach motel in Hampton Bays. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (455 reviews)
Just right.
Reviewed on 19 Nov 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ฿3,810 per night from 29 Jan to 30 Jan
฿3,810
฿4,384 total
29 Jan - 30 Jan
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (419 reviews)
The rooms were so nice! Definitely gonna be back!
Reviewed on 2 Jan 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
7/10 Good! (978 reviews)
Staff was very friendly room was clean and comfortable
Reviewed on 11 Jan 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.
