The Heights Travel Guide
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

Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ₹13,486 per night from 5 Mar to 6 Mar
₹13,486
₹17,998 total
5 Mar - 6 Mar
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! (614 reviews)
Hotel complaints Extra unknown/ non-disclosed charges- 13 arrival and 15 checkout **there are more charges than shown in Expedia Rooms not matching pictures (told to have an ocean view when not the case) Some ice on road/ sidewalk (seen someone slip) Disappointing “continental” breakfast Parking ...
Reviewed on 15 Feb 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ₹17,721 per night from 24 Feb to 25 Feb
₹17,721
₹21,944 total
24 Feb - 25 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! (1,006 reviews)
The view of the ocean and gazebos were amazing. Everyone was so courteous and it wasn't a madhouse. Quiet and relaxing. The pool was also nice and warm
Reviewed on 18 Feb 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ₹10,984 per night from 26 Feb to 27 Feb
₹10,984
₹12,640 total
26 Feb - 27 Feb
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! (439 reviews)
The room was spacious and very clean.The hotel staff was very courteous and took care of your needs very quickly. Definitely will come back.
Reviewed on 18 Feb 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)
nice people helpful and friendly. bathroom needs bit of work.....
Reviewed on 19 Feb 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 ...
7.2/10 Good! (984 reviews)
Staff was amazing!! Room was clean
Reviewed on 15 Feb 2026

The Harbor Front Inn
209 Front St Greenport NY
The price is ₹11,571 per night from 5 Mar to 6 Mar
₹11,571
₹15,809 total
5 Mar - 6 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! (567 reviews)
Very pleasant visit on a cold, snowy February weekend. Nice to come in from the cold on Saturday night and enjoy herbal tea in the lovely and comfortable lounge area. Good selection of snacks and beverages in the in room fridge.
Reviewed on 14 Feb 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.
