Young children's symbolic representations are important to emergent literacy; therefore, this study focused on children's spontaneous block building and picture drawing in preschool. The goals of this exploratory study were: (1) investigate the relation between the complexity of block play, picture drawing details, and performance on an emergent literacy assessment, (2) analyze block play complexity and its relation to details in picture drawing, and (3) explore the demographic variables related to block play and picture drawing. Nineteen preschool children from a university laboratory school were participants in this study. Results indicated that block play complexity (structure complexity, unique blocks used and total number of blocks used) were highly correlated to children's emergent literacy scores. Additionally, children's picture drawing showed strong relationships to the literacy assessment score. Further, a significant drawing-writing connection was revealed. There were no gender differences found for picture drawing; however, there was a significant gender difference in the number of blocks used during block play, with girls using more than boys. The study suggests that children who demonstrate more complexity in their block building also display more details within their picture drawing.