Assessing fine motor skills (FMS) in early school-age children is crucial for insights into their school readiness. In many countries, including Indonesia, teachers assess FMS by observing handwriting, often with the aid of an educational psychologist. However, this approach can be subjective and prone to observer bias. This study aimed to classify children’s FMS based on their cursive writing abilities using a digitizer to capture data. The system recorded data in real-time as children wrote in cursive, capturing the stylus’s relative position on the digitizer board (including x, y, and z positions), and pressure values, which served as features in the classification process. The study involved 40 1st and 2nd-grade students from various elementary schools. The data recording process generated substantial raw datasets. The random forest algorithm, renowned for its effectiveness in analyzing large datasets, was employed for classification. The results demonstrated this method’s efficacy in identifying FMS, achieving an accuracy rate of approximately 97.3%. This study concludes that integrating a digitizer with the random forest classification method provides a reliable and objective approach to assessing FMS in children, reducing observer bias, and ensuring precise results. In the long term, this approach can significantly enhance the accuracy of FMS assessments, enabling better-targeted interventions and support for children in need.