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.
Our pick of the best The Heights Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is AU$136 per night from 20 Jan to 21 Jan
AU$136
20 Jan - 21 Jan
includes taxes & fees
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! (1,001 reviews)
muy limpias
Reviewed on 8 Jan 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$272 per night from 21 Jan to 22 Jan
AU$272
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 AU$362 per night from 1 Feb to 2 Feb
AU$362
1 Feb - 2 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! (1,008 reviews)
Great room and staff
Reviewed on 14 Jan 2026
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
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 25 Jan to 26 Jan
AU$190
25 Jan - 26 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! (422 reviews)
The rooms were so nice! Definitely gonna be back!
Reviewed on 2 Jan 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is AU$258 per night from 20 Jan to 21 Jan
AU$258
20 Jan - 21 Jan
includes taxes & fees
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.
