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
9.4/10 Exceptional! (79 reviews)
"The Pridwin is a beautiful property with a stunning view and old New England, Americana historic vibe. It is a quintessential experience if you want to have quiet yet convenience to both the north and south forks. The ferry is quick and the island is beautiful and quiet if you go during off season. ..."
Reviewed on 28 Sept 2025
The Chequit
23 Grand Ave, Shelter Island Heights, NY
8.8/10 Excellent! (36 reviews)
"Always a sold stay on Shelter Island"
Reviewed on 23 Aug 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ฿2,591 per night from 7 Oct to 8 Oct
฿2,591
฿2,979 total
7 Oct - 8 Oct
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids"
Reviewed on 30 Sept 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
Long Island Wine and Food Day Trip with Sommelier host from NYC
฿4,716
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
฿4,429
per adult
Long Island North Fork Sights Bites & Flights, Half-Day Tour: PM
฿10,802
per adult
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
