Seven Do-Not-Miss Events This Holiday Season

Vacations for Santa


Montauk Turkey Run

The 43rd Annual “Run for Fun” Turkey Trot around Fort Pond in Montauk will be held on Thanksgiving, November 28. The three or six-mile run starts on the Montauk Green, with check-in between 8 and 9:30 AM. Categories are available for all ages. Register at

Parade Of Lights

Southampton Village presents its annual Parade of Lights, Tree Lighting, and Santa on Saturday, November 30, from 4:30 to 7:30 PM. To usher in the holiday season, Southampton features lighted fire trucks and emergency service vehicles followed by a tree lighting celebration at Agawam Park. There’s a Santa visit at the Southampton Cultural Center and a fireworks display following.

Santa Parade

East Hampton Village’s annual 2019 Santa Parade will be held on Saturday, December 7, on Main Street. Beginning at 10 AM, the parade will conclude at 11 AM at Rowdy Hall, where Santa will be waiting to meet children.

Charles Dickens Festival

The Village of Port Jefferson, along with The Greater Port Jefferson-Northern Brookhaven Arts Council, presents the 24th annual Charles Dickens Festival on December 7 starting at 10 AM and running to December 8, ending at 5 PM. The village magically transforms into the Dickensian era. The streets including roaming characters, like Father Christmas, Scrooge, carolers, and more.


Lyzon Hat Shop

The Lyzon Hat Shop Museum in Hampton Bays presents holiday shopping. Craftspeople will exhibit treasures that are available for purchase, all while you view the world-famous hats and enjoy cookies and hot cider. It all happens on Saturday, December 7, from 10 AM to 3 PM.

Maidstone Tree Lighting

The Maidstone Hotel in East Hampton presents its annual tree lighting on Saturday, December 7, from 5 to 7 PM. The ceremony will be held at 5 PM and includes drinks and snacks. There will also be cookie decorating and Christmas carols.

Breakfast With Santa

The Garden City Hotel will celebrate this Christmas Season with its annual “Breakfast with Santa,” a fun family event on Saturday, December 14. Make reservations for seatings at 9/9:30 AM or 12/12:30 PM. Call 516-877-9385.

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