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

Long Island Wine and Food Day Trip with Sommelier host from NYC
Rp2.461.980
per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting
Rp2.312.265
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 Wi-Fi, 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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is Rp1.549.856 per night from 2 Nov to 3 Nov
Rp1.549.856
Rp1.782.335 total
2 Nov - 3 Nov
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)
"Our stay was just what we needed. Breakfast was full of choices and and plenty to eat and drink. A perfect stop in a lovely town."
Reviewed on 12 Oct 2025

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
The price is Rp1.327.738 per night from 22 Oct to 23 Oct
Rp1.327.738
Rp1.526.981 total
22 Oct - 23 Oct
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. ...
7.8/10 Good! (1,013 reviews)
"We had a quick stop in the area and picked this hotel. We weee pleasantly surprised! It’s rare to find a small private hotel maintained like a corporate hotel. This is a good one."
Reviewed on 13 Oct 2025

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is Rp3.981.927 per night from 6 Nov to 7 Nov
Rp3.981.927
Rp4.993.700 total
6 Nov - 7 Nov
includes taxes & fees
Stay at this 3.5-star 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 ...
9.4/10 Exceptional! (1,011 reviews)
"Beautiful property, we loved our room, friendly staff."
Reviewed on 13 Oct 2025

The Atlantic Hotel
1655 County Road 39, Southampton, NY
Stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
7/10 Good! (952 reviews)
"Love the area love the room size clean parking was perfect"
Reviewed on 10 Oct 2025

Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is Rp3.700.924 per night from 26 Oct to 27 Oct
Rp3.700.924
Rp5.039.601 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (579 reviews)
"There was some deck furniture that needed repair. No microwave?? Why?"
Reviewed on 9 Oct 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.