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 carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
Crescent Beach
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
The Heights Hotel Deals
The Chequit
23 Grand Ave, Shelter Island Heights, NY
The price is ₩677,975 per night from Sep 2 to Sep 3
₩677,975
₩774,587 total
Sep 2 - Sep 3
includes taxes & fees
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! (32 reviews)
"we loved it!"
Reviewed on Jul 9, 2025
Sound View Greenport
58775 County Rd 48, Greenport, NY
The price is ₩399,262 per night from Sep 9 to Sep 10
₩399,262
₩523,646 total
Sep 9 - Sep 10
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! (560 reviews)
"Feels like a remote vacation destination just a couple of hours from home. Self-contained property with private beach and pool away from crowds and tourists, but close to town."
Reviewed on Aug 13, 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩484,791 per night from Aug 26 to Aug 27
₩484,791
₩585,089 total
Aug 26 - Aug 27
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! (1,000 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"
Reviewed on Aug 9, 2025
The Atlantic Hotel
1655 County Road 39, Southampton, NY
The price is ₩246,988 per night from Sep 8 to Sep 9
₩246,988
₩316,660 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7/10 Good! (905 reviews)
"Bed was comfortable. Shower was very good."
Reviewed on Aug 10, 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is ₩152,385 per night from Aug 21 to Aug 22
₩152,385
₩175,243 total
Aug 21 - Aug 22
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! (1,000 reviews)
"The staff was great, older hotel but in good shape."
Reviewed on Aug 7, 2025
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
The price is ₩290,980 per night from Sep 3 to Sep 4
₩290,980
₩371,788 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (312 reviews)
"Great!!!"
Reviewed on Aug 9, 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 neighborhoods around The Heights
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.