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
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ₩330,140 per night from Jan 4 to Jan 5
₩330,140
₩404,530 total
Jan 4 - Jan 5, 2026
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! (1,000 reviews)
Wonderful hotel with very courteous staff, Water's Edge is top notch in every way
Reviewed on Dec 26, 2025
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! (1,001 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.
Reviewed on Dec 23, 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is ₩181,649 per night from Jan 22 to Jan 23
₩181,649
₩208,976 total
Jan 22 - Jan 23, 2026
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! (410 reviews)
They really take care of us! The location is great!
Reviewed on Dec 27, 2025
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 Dec 13, 2025
Bayview Resort
53 West Tiana Road Hampton Bays NY
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (455 reviews)
Just right.
Reviewed on Nov 19, 2025
The Harbor Front Inn
209 Front St Greenport NY
The price is ₩194,840 per night from Jan 28 to Jan 29
₩194,840
₩261,803 total
Jan 28 - Jan 29, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (548 reviews)
Welcoming and kind staff! Nice breakfast, wasn’t too over the top. Room was spacious and view was lovely! The elevator wasn’t working so they waved the parking fee which was so nice considering we were on the first floor and didn’t need the elevator. Gave 4 starts because our fridge wasn’t working ...
Reviewed on Dec 10, 2025
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.
