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Winter on Long Island

In the winter months this popular seaside destination transforms into a cozy escape. Crackling fireplaces, luxurious estates and off-season pricing make Long Island the perfect place for a winter getaway. Whether you are looking for a relaxing weekend at the spa, a romantic getaway, a family-friendly hide out or a foodie’s paradise Long Island has it.

Start planning your trip today with our winter guide, highlighting the best deals, experiences, shopping and more to help craft the perfect retreat.


The 12th Annual Winterfest on Long Island’s East End, across the North and South Forks, kicks off on February 22nd for a five week celebration that includes wine and craft beverage offerings, live music performances, art selections and culinary delights all paired with luxurious hotel accommodations.

Can’t- Miss Events

Look no further than Long Island, NY for the season’s ultimate to-do list. From craft fairs to the annual Dicken’s Festival, Long Island’s event calendar is brimming with can’t-miss activities that are fun for the whole family. Events include festivals, Santa sightings, holiday light shows and more!


Special Savings

Whether visiting one of Long Island’s hotels, B&B’s or award-winning wineries, these deals are sure to provide a luxury winter escape with prices that can’t be beat.



Cozy Up

These are the perfect places to visit this season, low prices combined with top-notch service make for an unforgettable experience.

Shop ‘Til You Drop

Whether you’re a shopaholic or just looking to bag the best bargains, the following spots create the ultimate shopping experience.

Relax in Luxury

Unwind and indulge with tranquil spa offerings that will ease the stress of the holidays. Pamper yourself with an array of spa choices including invigorating sea mud wraps, Arom-assage, and more.

Craft Beverage Culture

Rated by Wine Enthusiast as one of the ‘Top 10 Wine Regions’ in the U.S., Long Island’s beverage scene is booming with over 70 vineyards, breweries and distilleries that are utilizing locally-grown ingredients to create the perfect sip.

Fun for the Whole Family

Make family memories that will last a lifetime with these fun adventures the kids are sure to love.

Romantic Escapes

Experience a romantic retreat and cozy up with a loved one at one of these alluring spots this season.

A Storied Past

History buffs can travel back in time visiting homes of past presidents, poets, and artists, including President Theodore Roosevelt and Poet Walt Whitman. Our world-class museums and “Great Gatsby” style mansions highlight an era bygone featuring masterpieces by legendary artists.

Travel Made Easy

The Long Island Rail Road provides car-free travel direct from the heart of Manhattan to the eastern tip of the island, with stops in almost every town running on the hour. In addition, Long Island provides easy access to the ferry, ride share services, private taxi, rental cars and limousine service.

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Travel Guide

Explore world-renowned beaches, historical lighthouses, culinary delights, premiere golf courses, Gatsby-era Gold Coast mansions, and award-winning vineyards on Long Island – New York City’s Beachfront Backyard. Download a copy of the Travel Guide for inspiration and more information to plan your perfect getaway.

Get The Guide

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