Annual Events and Festivals

Art & Wine Festival

This Friday-Saturday artist marketplace in November each year is Winnsboro’s cultural highlight event of the year. The artists are selected through a jury process so only the finest variety of artists will be in attendance.

Elm, Market and Franklin Streets are closed to traffic and lined with white tents housing a variety of art that ranges from traditional to abstract, painting to pottery, glass to silk.

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Autumn Trails

For more than 60 years Autumn Trails has been an annual event in Winnsboro. It is the longest annual event in Winnsboro’s history. The celebration lasts throughout the month of October.

Every weekend is filled with events from Arts & Crafts, cook-offs, barrel racing, trail rides, golf tournament, livestock show and more.

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Starry Starry Night

This event is the Winnsboro Center for the Arts annual fundraiser.  The venue includes  more than one hundred paintings submitted by local artists for the silent auction. 

A live auction includes donated services and items from the East Texas area all the way to Dallas.  The evening includes dinner, drinks and live entertainment.

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Winnsboro Rodeo

There are currently two rodeos a year in Winnsboro. The Spring event is the third weekend in May and brings contestants from around the world.

The rodeo’s are held at the Winnsboro Rodeo Grounds and include bull riding, calf roping, steer wrestling, barrel racing and much more.

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Antique Car Parade

A major attraction during the Autumn Trails month is the Antique Car and Parade and Model T Tour.  The parade historically has well over 150 cars participating.

The preservation of these antique cars and the variety makes it one of the largest antique car shows in the Southwest.

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Casino Night Fundraiser

The Friends of the Winnsboro Animal Shelter is a 501c3 non profit organization that supports the Winnsboro Animal Shelter.

Each year they hold a Casino Night to raise funds for this worthy cause.  Participants enjoy gaming, appetizers and a silent auction.

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Farmers' Market

The Winnsboro Farmers’ Market brings producers of locally grown food, hand made, and home baked products together with discerning shoppers, to enhance the local economy and foster community relationships.

The Market is open from April through October every Saturday from 8:00 am to Noon. Locally grown produce and agricultural items are sold.

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Classic Car Cruise-In

This event takes place in downtown Winnsboro at the historic Train Depot. 

Cruise into Winnsboro on Labor Day weekend and enjoy classic cars, music, shopping and food!

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