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
S$233
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
S$234
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 S$151 per night from 2 Dec to 3 Dec
S$151
2 Dec - 3 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! (1,007 reviews)
Staff was kind. Easy, comfortable stay.
Reviewed on 19 Nov, 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is S$302 per night from 30 Nov to 1 Dec
S$302
30 Nov - 1 Dec
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! (593 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 S$359 per night from 30 Nov to 1 Dec
S$359
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 S$255 per night from 30 Nov to 1 Dec
S$255
30 Nov - 1 Dec
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)
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.
