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
฿5,913
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿11,136
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,283
per adult
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is ฿12,735 per night from 14 Jul to 15 Jul
฿12,735
฿14,549 total
14 Jul - 15 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! (39 reviews)
"Quiet, low-key, dignified, easygoing."
Reviewed on 5 Jul 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,851 per night from 13 Jul to 14 Jul
฿2,851
฿3,279 total
13 Jul - 14 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! (1,015 reviews)
"Still the same wonderful little place as the last time I stayed here!"
Reviewed on 11 Jul 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿18,827 per night from 9 Aug to 10 Aug
฿18,827
฿24,363 total
9 Aug - 10 Aug
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! (664 reviews)
"The staff was helpful and nice. The exterior of the property was fine and the landscaping pretty. However the room was awful - not particularly clean, a noisy, wall ac plugged in next to the bed, felt like a renovated motel room. Sorry not worth $700/ night."
Reviewed on 8 Jul 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿9,955 per night from 12 Aug to 13 Aug
฿9,955
฿12,022 total
12 Aug - 13 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 ...
8.8/10 Excellent! (1,005 reviews)
"your unit bathrooms need an upgrade. it would be inexpensive to use a piece of furniture at the sinks. the furniture in the italian restaurant could also be better."
Reviewed on 11 Jul 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
Fully refundableReserve now, pay when you stay
The price is ฿8,360 per night from 27 Jul to 28 Jul
฿8,360
฿10,383 total
27 Jul - 28 Jul
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! (1,004 reviews)
"One of the lamps in the room didn’t work. Maintenance never came to fix it. Also, the bathroom had strange pipe sounds that were nonstop and made it difficult to sleep. This property needs a makeover badly."
Reviewed on 12 Jul 2026
Zey Hotel
439 Main Street Greenport NY
The price is ฿9,439 per night from 6 Aug to 7 Aug
฿9,439
฿10,784 total
6 Aug - 7 Aug
includes taxes & fees
Stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on-site and daily housekeeping. Popular attractions Greenport Harbor Brewing Company ...
9.2/10 Wonderful! (348 reviews)
"We absolutely adored the Zey hotel. What a gem in the very heart of Greenport! Super clean and comfortable. All the staff were welcoming and accommodating. Eclectic design was so refreshing and fun. We highly recommend Zey hotel and look forward to staying there in the future. Thank you for making ..."
Reviewed on 8 Jul 2026
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.
