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
The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
The price is ฿14,195 per night from 31 May to 1 Jun
฿14,195
฿17,839 total
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan"
Reviewed on 12 May 2026
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is ฿24,023 per night from 11 Jun to 12 Jun
฿24,023
฿32,935 total
11 Jun - 12 Jun
includes taxes & fees
8.4/10 Very Good! (785 reviews)
"It was all around amazing"
Reviewed on 27 May 2026
Montauk Manor
236 Edgemere St. Montauk NY
The price is ฿8,795 per night from 10 Jun to 11 Jun
฿8,795
฿10,688 total
10 Jun - 11 Jun
includes taxes & fees
9.2/10 Wonderful! (1,353 reviews)
"The staff, and room was clean. We wished there was a Kitchen paper towel. Thanks."
Reviewed on 26 May 2026
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
Private Luxury Wine Tours of Long Island Pindar Winery
฿5,827
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿10,974
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,311
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.
