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
4.5/5(9 reviews)
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
4.5/5(4 reviews)
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
Stay at this hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
8.8/10 Excellent! (37 reviews)
A cozy room with great pillows and quiet. Perfect little place.
Reviewed on 2025/10/10
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is NT$5,230 per night from Dec 16 to Dec 17
NT$5,230
per night
Dec 16 - Dec 17
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,004 reviews)
Holiday family tradition!
Reviewed on 2025/12/12
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,000 reviews)
The staff couldn’t have been nicer! Courteous and caring. The room was immaculate with all necessary amenities. Somewhat dated but not shabby. Very close to town. Parking was ample and right outside my door! I attended a concert at the Kate and did not want to drive an hour home late that evening, ...
Reviewed on 2025/12/7
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is NT$4,966 per night from Dec 16 to Dec 17
NT$4,966
per night
Dec 16 - Dec 17
Book a stay at this 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! (598 reviews)
Great room with amazing views! Staff was fantastic and the food was great too
Reviewed on 2025/11/28
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is NT$9,639 per night from Dec 21 to Dec 22
NT$9,639
per night
Dec 21 - Dec 22
Book a stay at this 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)
My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!
Reviewed on 2025/12/8
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is NT$3,903 per night from Dec 21 to Dec 22
NT$3,903
per night
Dec 21 - Dec 22
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! (394 reviews)
Room was nice, stay was great, but the hotel could have offered more amenities considering they had a resort fee.
Reviewed on 2025/12/9
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.
