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Long Island Vacation Packages

Montauk, NY Light House - Location was surveyed by none other than George Washington!
Greenport
Ditch Plains
Long Island Vacation Packages
Want to book a vacation to Long Island? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Long Island vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Long Island on TripAdvisor by comparing Long Island hotel and flight prices. Travelers like you have written 18,501 reviews and posted 9 candid photos for Long Island hotels. Book your Long Island vacation today!
Or build your own Long Island vacation package
The Ocean Resort Inn
#1 Hotel in Long Island
The Ocean Resort Inn
Great location, walking distance to local town and beach. Easy drive to Montauk point. Hotel manager very friendly and accommodating. We had baby with us and he wanted to make...
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Hartman's Briney Breezes Motel
#2 Hotel in Long Island
Hartman's Briney Breezes Motel
Two nights solo, on a golf trip. Rooms huge, and although dated, definitely clean. Bed/bedding great. Free wifi. I would definitely come back with the family on a trip. I think I...
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Bowen's by the Bays
#3 Hotel in Long Island
Bowen's by the Bays
I can't say enough about Bowens. My husband and I like it so much that we go every year and this year makes seven straight years in a row. the cottage is clean comfortable and the...
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Cheap Flights to Long Island
All Washington to New York (WAS-NYC) fares found by travelers in the past 72 hours*
Dec
$111 round trip
Jan
$117 round trip
Feb
$118 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.