The Heights Travel Guide
Shelter Island Heights
Visit The Heights
Stay near popular The Heights attractions
Things to do
Private Luxury Wine Tours of Long Island Pindar Winery
฿6,025
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,693
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,364
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is ฿12,888 per night from 26 Jul to 27 Jul
฿12,888
฿14,724 total
26 Jul - 27 Jul
includes taxes & fees
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 ...
9/10 Wonderful! (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
Reviewed on 22 Jul 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,628 per night from 26 Jul to 27 Jul
฿2,628
฿3,022 total
26 Jul - 27 Jul
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. ...
8/10 Very good! (1,007 reviews)
"parking was fine and room was basic but clean. would book here again."
Reviewed on 25 Jul 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
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 ...
The Atlantic Hotel
1655 County Road 39 Southampton NY
Fully refundableReserve now, pay when you stay
The price is ฿7,551 per night from 9 Aug to 10 Aug
฿7,551
฿9,469 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.2/10 Good! (1,007 reviews)
"The bed was comfortable. My room upstairs in the rear of the property was quiet. The room was clean and spacious with lots of closet space. The well maintained grounds with mature shade trees were relaxing. The staff was friendly and responsive."
Reviewed on 23 Jul 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿11,759 per night from 13 Aug to 14 Aug
฿11,759
฿14,104 total
13 Aug - 14 Aug
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 ...
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
The price is ฿22,445 per night from 24 Aug to 25 Aug
฿22,445
฿28,208 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
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.
Where to stay in The Heights
Find the best The Heights areas for the activities you enjoy most.
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.
