Shelter Island Heights Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to Rp16.000.000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
The price is Rp11.587.611 per night from 25 Jun to 26 Jun
Rp11.587.611
Rp14.562.573 total
25 Jun - 26 Jun
includes taxes & fees
9.6/10 Exceptional! (88 reviews)
"Beautiful! Relaxing vacation! A bit pricey, to be expected. Barbecue ($85) was beautifully set up. Menu was disappointing. Past reviews cited appetizers like lobster rolls and fritto misto. These were absent. $4 for a small lemonade which was mostly ice, REALLY!"

Reviewed on 19 Jun 2026

The Pridwin Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is Rp18.249.100 per night from 29 Jun to 30 Jun
Rp18.249.100
Rp25.019.472 total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (808 reviews)
"Room had a musty odor."

Reviewed on 21 Jun 2026

Gurney's Montauk Resort & Seawater Spa
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
The price is Rp11.136.402 per night from 22 Jul to 23 Jul
Rp11.136.402
Rp14.757.446 total
22 Jul - 23 Jul
includes taxes & fees
9.2/10 Wonderful! (141 reviews)
"Awesome room. Great amenities"

Reviewed on 19 Jun 2026

Offshore Montauk
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.

Popular places to visit

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.