The Heights
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 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
Private Vacation Photoshoot with Photographer in The Hamptons
RM1,123
per adult
Top hotels in The Heights
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is RM890 per night from 9 Apr to 10 Apr
RM890
RM1,093 total
9 Apr - 10 Apr
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! (1,001 reviews)
Enjoyable stay.
Reviewed on 28 Mar 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is RM681 per night from 3 May to 4 May
RM681
RM1,123 total
3 May - 4 May
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! (627 reviews)
Really enjoyed our stay at the soundview. You are able to easily hear neighbors so just an FYI. Love being so close to the water and hearing the water and waves at night. Overnight oats at breakfast were my favorite.
Reviewed on 2 Apr 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is RM560 per night from 5 Apr to 6 Apr
RM560
RM644 total
5 Apr - 6 Apr
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 ...
9.6/10 Exceptional! (455 reviews)
Loved the place, clean and helpfull staff.
Reviewed on 30 Mar 2026
The Harbor Front Inn
209 Front St Greenport NY
The price is RM634 per night from 16 Apr to 17 Apr
RM634
RM840 total
16 Apr - 17 Apr
includes taxes & fees
Stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is RM287 per night from 9 Apr to 10 Apr
RM287
RM330 total
9 Apr - 10 Apr
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. ...
8/10 Very Good! (1,000 reviews)
My room was no where near clean. Not only was there multiple urine stains on the toilet seat, there was also a fecal stain that was also not cleaned IN the toilet. How do you not clean the TOILET?
Reviewed on 31 Mar 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is RM682 per night from 16 Apr to 17 Apr
RM682
RM880 total
16 Apr - 17 Apr
includes taxes & fees
Stay at this hotel in Southold. Enjoy free Wi-Fi, free bicycles on-site and a business centre. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (253 reviews)
Simply delightful!
Reviewed on 30 Mar 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.
