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Long Island Hotel + Air Packages

Montauk, NY Light House - Location was surveyed by none other than George Washington!
Greenport
Ditch Plains
Build your own Long Island vacation package
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 17,221 reviews and posted 9 candid photos for Long Island hotels. Book your Long Island vacation today!
The Ocean Resort Inn
#1 Hotel in Long Island
The Ocean Resort Inn
Stayed at the Ocean Resort Inn mid week in Sept 2014. It was in a very central location to the beach and all shops/restaurants. The room was clean and a very nice size. The staff...
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Hartman's Briney Breezes Motel
#2 Hotel in Long Island
Hartman's Briney Breezes Motel
We decided last minute to head to Montauk for Labor Day Weekend. I called Hartman's and was able to get a room due to a cancellation. Great Place to stay- the room was spacious...
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Bowen's by the Bays
#3 Hotel in Long Island
Bowen's by the Bays
My husband and I recently stayed at Bowen's by the Bays for a long weekend this past June and we absolutely loved it. We stayed in a two bedroom cottage with another couple and...
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2. Find the right flight
Cheap Flights to Long Island
All Washington to New York (WAS-NYC) fares found by travelers in the past 72 hours*
Oct
$139 round trip
Nov
$145 round trip
Dec
$145 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.