Boundary layer (BL) observations are important for forecasting warm-season precipitation and air quality, as well as for more accurately representing BL processes in numerical weather prediction (NWP) and climate models. In the convective BL, organized forms of BL convection, such as horizontal convective rolls (HCRs) and cellular convections, arise depending on environmental conditions. Despite efforts to automate the classification of BL organizational mode, challenges persist and manual classification remains common. With advancements in technology, machine learning offers significant potential to improve classification. In this study, convolutional neural networks (CNNs) are employed to automate the classification of BL organizational mode, specifically cells and HCRs, using S-band radar reflectivity data from the Next Generation Weather Radar (NEXRAD) KTLX (Oklahoma City, Oklahoma) radar system. This classification enables the detection of cells and HCRs, as well as transition periods between cells and HCRs. The CNN-predicted classifications are compared to manual classifications from Stensrud et al. and Banghoff et al., achieving approximately 74% accuracy for cells and 82% for HCRs, with mismatches occurring primarily in mixed-mode cases. The proportion of cell and HCR modes identified by the CNN differed by less than 4% from the manual climatological analysis. Furthermore, the CNN also captured the duration, start time, end time, and transition time of cell and HCR modes, with a mean time difference of under 1 h, showing strong alignment with the manual classification. The CNN-based model could be applied in future research examining large sample sizes of BL modes, significantly reducing the human labor required in manual analysis. Significance Statement: The purpose of this study is to classify radar observed boundary layer organizational modes—namely, horizontal convective rolls (linear patterns) and cellular convections—using convolutional neural networks, a widely used machine learning technique for image classification. Previously, this classification was performed manually, which required significant human labor. The results demonstrate the potential for long-term climatological analysis.