Past research provides associations between maternal parenting behaviors and characteristics such as depression and toddlers' fearful temperament. Less is known about how maternal cognitive characteristics and normal personality relate to fearful temperament. This study examined associations among the maternal cognitive characteristic of accuracy, maternal personality, toddler gender, context, and 24-month-old toddlers' fearful temperament. Mothers were more accurate in predicting their daughters' emotional reactions in fear-eliciting contexts. High maternal approach personality was related to increased maternal accuracy for boys. High maternal approach personality, in conjunction with lower accuracy, however, was associated with higher levels of toddlers' fearful temperament. Results suggest implications for the current understanding of toddlers' fearful temperament.