Shelter Island Heights Packages (Flight + Hotel)
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Shelter Island Heights Beach Holiday
Escape the stresses of everyday life and let your body, mind and soul unwind on your Shelter Island Heights holiday. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves lapping at the shore. Plan your trip to Shelter Island Heights the easy way by choosing one of our Shelter Island Heights holiday packages. Many tourists choose to base themselves near Crescent Beach, a must-see just 2 kilometres from the downtown area.
Things You Should Know About Shelter Island Heights
- Check into one of our Shelter Island Heights beach hotels to appreciate the best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises just moments from your front door.
- Alternatively, check out our range of private holiday homes. They're popular with travellers planning a stay in Shelter Island Heights. Consider Shelter Island House and The Chequit.
- There are tons of activities that keep the 1,050 or so residents of Shelter Island Heights occupied. Browsing our Shelter Island Heights things to do page will let you in on the best of what this place has to offer.
- Land great deals with a Shelter Island Heights holiday package. With the money you save, you won't regret indulging in this destination's best offerings. Sunset Beach, Crescent Beach and Crescent Beach are excellent places to start.
Top hotels in Shelter Island Heights
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is ฿8,492 per night from 2 Feb to 3 Feb
฿8,492
฿11,643 total
2 Feb - 3 Feb
includes taxes & fees
8.2/10 Very Good! (712 reviews)
The Spa was Amazing! I didn't have breakfast.
Reviewed on 5 Jan 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ฿7,174 per night from 13 Jan to 14 Jan
฿7,174
฿8,790 total
13 Jan - 14 Jan
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Great place!
Reviewed on 31 Dec 2025
Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
9.2/10 Wonderful! (187 reviews)
I always have a 5/5 stay at Montauk Blue.
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.
What to do in Shelter Island Heights
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
฿5,631
per adult
76% of travellers recommend
Long Island Wine Tour North Fork Sights Bites Flights Half Day PM
฿10,664
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
