The Heights Travel Guide
Tourist Guide
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
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is AU$560 per night from 7 May to 8 May
AU$560
7 May - 8 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! (642 reviews)
friendly staff, great sunset
Reviewed on 30 Apr 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is AU$270 per night from 3 May to 4 May
AU$270
3 May - 4 May
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! (477 reviews)
The room was beautiful and spacious. Comfortable bed. The front desk staff was friendly and helpful. Highly recommend this hotel!
Reviewed on 30 Apr 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is AU$363 per night from 8 May to 9 May
AU$363
8 May - 9 May
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! (1,005 reviews)
Incredible staff
Reviewed on 30 Apr 2026
Sag Harbor Inn
45 West Water Street Sag Harbor NY
The price is AU$425 per night from 5 May to 6 May
AU$425
5 May - 6 May
includes taxes & fees
Stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (605 reviews)
So clean! Loved the location.
Reviewed on 27 Apr 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is AU$200 per night from 12 May to 13 May
AU$200
12 May - 13 May
includes taxes & fees
Stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,000 reviews)
Thrifting was excellent. Quick drive to New Haven.
Reviewed on 28 Apr 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is AU$132 per night from 7 May to 8 May
AU$132
7 May - 8 May
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! (1,002 reviews)
Parking was easy. Bed mattress terrible. Tired room and furnishings. Basic supplies.
Reviewed on 28 Apr 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.
