The Heights
Shelter Island Heights
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.
Top hotels in The Heights
The Chequit
23 Grand Ave Shelter Island Heights NY
The price is HK$4,471 per night from 25 Jun to 26 Jun
HK$4,471
HK$5,108 total
25 Jun - 26 Jun
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! (37 reviews)
"A cozy room with great pillows and quiet. Perfect little place."
Reviewed on 10 Oct 2025
House on Chase Creek
3 Locust Avenue Shelter Island Heights NY
The price is HK$2,164 per night from 22 Jun to 23 Jun
HK$2,164
HK$2,472 total
22 Jun - 23 Jun
includes taxes & fees
Stay at this golf guesthouse in Shelter Island Heights. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Shelter Island Country Club ...
9.4/10 Exceptional! (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
Reviewed on 11 May 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is HK$1,897 per night from 6 Jul to 7 Jul
HK$1,897
HK$2,364 total
6 Jul - 7 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! (1,000 reviews)
"Everything was great, except that the pool was not ready.And the continental breakfast could have been much better"
Reviewed on 9 Jun 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is HK$3,597 per night from 19 Jul to 20 Jul
HK$3,597
HK$4,306 total
19 Jul - 20 Jul
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (528 reviews)
"The room was very spacious and clean . The staff was friendly ."
Reviewed on 19 Jun 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is HK$778 per night from 25 Jun to 26 Jun
HK$778
HK$894 total
25 Jun - 26 Jun
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! (1,001 reviews)
"very nice stay"
Reviewed on 15 Jun 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is HK$3,583 per night from 13 Jul to 14 Jul
HK$3,583
HK$4,766 total
13 Jul - 14 Jul
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! (656 reviews)
"The Soundview is an absolutely lovely place ! The rooms are comfortable, the views are spectacular… the staff are wonderful! The piano bar is terrific and the food and drinks so yummy! The only thing I would add to room is a microwave as we had left over food from bar and wanted to heat up and could ..."
Reviewed on 19 Jun 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.
