Shelter Island Heights Holidays
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Top Flight + Hotel Deals in Shelter Island Heights
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was €1,630, price is now €1,053 per person
€1,053
per person
24 Aug - 30 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Good location for our Broadway plays.
Desk clerks not familiar with local restaurant locations. No ice or buckets available.
Reviewed on 22 Jun 2026
INNSiDE by Meliá New York Nomad
Manhattan
Price was €1,709, price is now €1,151 per person
€1,151
per person
24 Aug - 30 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,230 reviews)
Real nice,super clean.would stay there again
Reviewed on 22 Jun 2026
Loews Regency New York Hotel
Manhattan
Price was €2,365, price is now €1,607 per person
€1,607
per person
24 Aug - 30 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,014 reviews)
The Regency is Mei Hom away from home. What can I say? It is probably the best hotel I’ve ever stayed in the world. I never go wrong when I’m at the Regency. The staff knows you on a first name basis your room is ready. Your favorite cocktail is probably waiting for you at the bar at breakfast. They know what you’re having for breakfast. The staff is impeccable. The people are impeccable. Nothing wrong about this hotel. I love this place.
Reviewed on 20 Jun 2026
Hilton Garden Inn New York/Manhattan-Midtown East
Manhattan
Price was €1,316, price is now €931 per person
€931
per person
26 Aug - 31 Aug
found 15 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
It was a very pleasant stay
Reviewed on 17 Jun 2026
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 €713 per night from 25 Jun to 26 Jun
€713
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
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is €1,237 per night from 19 Jul to 20 Jul
€1,237
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very Good! (809 reviews)
"Room had a musty odor."
Reviewed on 21 Jun 2026
Offshore Montauk
71 S Emerson Ave Montauk NY
The price is €656 per night from 25 Jun to 26 Jun
€656
25 Jun - 26 Jun
includes taxes & fees
9.2/10 Wonderful! (141 reviews)
"Awesome room. Great amenities"
Reviewed on 19 Jun 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.
Popular places to visit
Sylvester Manor
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
What to do in Shelter Island Heights
Private Vacation Photoshoot with Photographer The Hamptons
€245
per adult
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- Visit Bridgehampton
- Cooper's Beach
- Corey Creek Winery
- Duck Walk Vineyards
- East End Seaport Maritime Museum
- East Hampton Main Beach
- East Hampton Holidays
- Visit East Hampton
- Visit East Marion
- Georgica Beach
- Visit Pipes Cove
- Harbes Family Farm
- Havens Beach
- Home Sweet Home Museum
- Longhouse Reserve
- Macari Vineyards
- Mattebella Vineyards
- Visit Mattituck
- Norman E. Klipp Marine Park
- North Haven Holidays
- North Main Street Historic District Holidays
- Noyac Golf Club
- Old Hook Mill
- Orient Point County Park
- Visit Orient Point
- Our Lady of Poland Catholic Church
- Parrish Art Museum
- Peconic Bay Winery
- Pollock-Krasner House and Study Center
- Visit Bay Point
- Visit Hay Beach
- Visit Shelter Island Heights
- Sherwood House Vineyards
- Shinnecock Hills Golf Course
- Shinnecock Nation Cultural Center and Museum
- Visit Southold
- Sylvester Manor
- The Style Bar
- Wolffer Estates Vineyard
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
