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.
Activities
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
NZ$310
per adult
76% of travellers recommend
Our pick of the best The Heights Hotel Deals
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is NZ$481 per night from 4 Jan to 5 Jan
NZ$481
4 Jan - 5 Jan 2026
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! (1,002 reviews)
Everything was wonderful. Staff was friendly, very clean,we enjoyed it.
Reviewed on 20 Dec 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
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. ...
7.8/10 Good! (1,000 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 23 Dec 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is NZ$621 per night from 8 Jan to 9 Jan
NZ$621
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this spa hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,001 reviews)
Amazing stay. Staff made it feel welcoming and cozy. Room was comfortable and charming. Looking forward to going back in the spring or summer to enjoy more of the outdoor amenities.
Reviewed on 26 Dec 2025
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is NZ$247 per night from 4 Jan to 5 Jan
NZ$247
4 Jan - 5 Jan 2026
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 ...
9.4/10 Exceptional! (405 reviews)
Room was beautiful and spacious. Staff was courteous and on point.
Reviewed on 22 Dec 2025
Sea Crest Resort
2166 Montauk Hwy Amagansett NY
Stay at this beach hotel in Amagansett. Enjoy free Wi-Fi, a beach locale and a fitness centre. Popular attractions Walking Dunes Trailhead and Hither Hills State ...
9/10 Wonderful! (507 reviews)
Lovely, clean 1 bedroom with spectacular view
Reviewed on 13 Dec 2025
Bayview Resort
53 West Tiana Road Hampton Bays NY
Stay at this beach motel in Hampton Bays. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (455 reviews)
Just right.
Reviewed on 19 Nov 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.
