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 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
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$5,747 per night from Dec 22 to Dec 23
NT$5,747
NT$7,154 total
Dec 22 - Dec 23
includes taxes & fees
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! (1,001 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.
Reviewed on 2025/12/20
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! (1,003 reviews)
Nice, pet friendly facility with an amazing Indian restaurant next door!
Reviewed on 2025/12/14
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is NT$3,949 per night from Jan 4 to Jan 5
NT$3,949
NT$4,544 total
Jan 4 - 2026/1/5
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! (399 reviews)
crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing
Reviewed on 2025/12/14
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
The price is NT$9,753 per night from Dec 22 to Dec 23
NT$9,753
NT$12,005 total
Dec 22 - Dec 23
includes taxes & fees
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! (1,001 reviews)
Friendly and helpful staff, wonderful dining experience at Fresh Salt
Reviewed on 2025/12/13
Sea Crest Resort
2166 Montauk Hwy Amagansett NY
Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Walking Dunes Trailhead and Hither ...
9/10 Wonderful! (507 reviews)
Lovely, clean 1 bedroom with spectacular view
Reviewed on 2025/12/13
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.
