View Trip

heart icon

Winter on Long Island

‘Tis The Season to Discover Long Island

In the winter months this popular sea-side 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 something for everyone this winter.

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


The 11th Annual Winterfest on Long Island’s East End, across the North and South Forks, kicks off on February 22nd for a four week celebration that includes wine and craft beverage offerings, live music performances, art selections and culinary delights all paired with luxurious hotel accommodations.

 Winter Deals 

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



Luxurious Specials at B&B’s

These award-winning Bed and Breakfast’s are a perfect place to visit in the winter season- low prices combine with top-notch service to make for an unforgettable experience.

 Not-To-Be-Missed Winter Events

Long Island the place to be during the winter with family-friendly activities and events for both children and adults. Don’t miss these go-to seasonal experiences.

Shop ‘Til You Drop

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

Treat Yourself

Unwind and indulge with tranquil spa offerings that will ease the stress of holiday shopping.

Epicurean Delights

Known for our fresh catch and farm-to-table fare, this season take advantage of slowing crowds at your favorite culinary and craft beverage hot spots with the below offers.

Fun for the Whole Family

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

Romantic Escapes

Whether for Valentine’s Day or just because, cozy up with a loved one at one of these alluring spots this season.

More From Long Island

Inspiration Guide 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

This website stores cookies on your computer to improve the website experience and improve our personalized services to you. To find out more about these cookies and our privacy processes please see our privacy policy. By clicking Accept you are granting permission for us to store this cookie. If you do not want us to install this cookie please close your browser window now.