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
RM752
per adult
76% of travellers recommend

Long Island Wine and Food Day Trip with Sommelier host from NYC
RM626
per adult
Top hotels in The Heights

The Chequit
23 Grand Ave, Shelter Island Heights, NY
Stay at this 3-star hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 10 Oct 2025

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is RM336 per night from 11 Nov to 12 Nov
RM336
RM386 total
11 Nov - 12 Nov
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,003 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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is RM375 per night from 1 Dec to 2 Dec
RM375
RM431 total
1 Dec - 2 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,009 reviews)
It was a nice clean hotel.
Reviewed on 27 Oct 2025

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is RM998 per night from 12 Nov to 13 Nov
RM998
RM1,253 total
12 Nov - 13 Nov
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,005 reviews)
Beautiful hotel in the marine. CT summer playground.
Reviewed on 24 Oct 2025

The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (964 reviews)
Clean room. Courteous staff
Reviewed on 29 Oct 2025

Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is RM647 per night from 18 Nov to 19 Nov
RM647
RM944 total
18 Nov - 19 Nov
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (585 reviews)
We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely.
Reviewed on 2 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.
Other neighbourhoods around The Heights

Hay Beach
When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

