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.
Top hotels in The Heights
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is €209 per night from 23 Mar to 24 Mar
€209
23 Mar - 24 Mar
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)
Easy
Reviewed on 21 Mar 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is €194 per night from 5 Apr to 6 Apr
€194
5 Apr - 6 Apr
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! (622 reviews)
Was ok
Reviewed on 21 Mar 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is €130 per night from 5 Apr to 6 Apr
€130
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 ...
The Harbor Front Inn
209 Front St Greenport NY
The price is €166 per night from 24 Mar to 25 Mar
€166
24 Mar - 25 Mar
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 ...
8.8/10 Excellent! (576 reviews)
I did see a couple with 2 dogs lol
Reviewed on 22 Mar 2026
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. ...
8/10 Very Good! (1,001 reviews)
Very welcoming staff. Average accommodations but comfortable and convenient to supermarket.
Reviewed on 9 Mar 2026
The Shoals Suites and Slips
61600 Main Rd Southold NY
The price is €167 per night from 23 Mar to 24 Mar
€167
23 Mar - 24 Mar
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! (247 reviews)
Fine
Reviewed on 15 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.
