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
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
HK$1,391
per adult
76% of travellers recommend
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
Stay at this hotel in Shelter Island Heights. Enjoy free Wi-Fi, free parking and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 Oct 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
The price is HK$787 per night from 30 Nov to 1 Dec
HK$787
HK$905 total
30 Nov - 1 Dec
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 ...
7.6/10 Good! (1,006 reviews)
The staff is very nice. The pool was very clean and the room was in perfect condition. I will stay here again.
Reviewed on 16 Nov 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is HK$1,248 per night from 23 Nov to 24 Nov
HK$1,248
HK$1,806 total
23 Nov - 24 Nov
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! (592 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on 19 Nov 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is HK$1,809 per night from 30 Nov to 1 Dec
HK$1,809
HK$2,276 total
30 Nov - 1 Dec
includes taxes & fees
Stay at this spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,005 reviews)
Everything and everyone was fabulous!
Reviewed on 19 Nov 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is HK$1,235 per night from 24 Nov to 25 Nov
HK$1,235
HK$1,555 total
24 Nov - 25 Nov
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! (1,004 reviews)
The rooms were clean staff were great the place wonderful we love it
Reviewed on 9 Nov 2025
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. ...
7.8/10 Good! (1,000 reviews)
The room was very clean with soft towels. The sheets were clean but a bit rougher than I'm used to (I like silky sheets, not rough cotton) but the bed was comfortable and warm. The staff is very friendly too. A nice "basic" room that took care of our needs, didn't gross me out with smell or dirt ...
Reviewed on 3 Nov 2025
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.
