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Third Annual Southold WinterFest

February 17, 10:00 am to 3:00 pm


The Third Annual Southold WinterFest is set to take place on Feb. 17, 2024, from 10 a.m. to 3 p.m. This winter celebration is a free event, open to all residents and visitors. The day promises a variety of activities for both adults and children.

Here’s what to expect:

– Live entertainment from local favorites like the Foster Europe Band and the Jay Shepard Band, who will be playing at the Village Green.

– Free food and beverage samples from local restaurants, pubs, and wineries including Maroni Cuisine, Latin Fuzion, North Fork Taps and Corks, Eastern Front Brewery, North Fork Roasting Co., Pindar Vineyards, Southold General, and The Giving Room.

– Fun activities such as cha-cha and swing dance lessons, crafting workshops, cupcake decorating, face painting, glitter tattooing, and even a WinterFest ‘Selfie’ Station.

– Special events like shows at CAST with the Caribbean Vibe Steel Drum Band and Lucy Kalantari and the Jazz Cats, and main stage events at the First Presbyterian Church with Lady T’s Highway Dancers and the Hoodoo Loungers band.

– Free drawings for gift baskets and jewelry, flame juggling, hair tinseling, ice sculpting, a popcorn station, a snow making machine and more.

In case of inclement weather, the event has a rain date of Feb. 18, 2024. For updates, visit SoutholdWinterfest on Facebook.


February 17
10:00 am to 3:00 pm
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Southold EDC
Main Road
Southold, NY US
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East End LOCAL