One of the fundamental goals of Montessori education is to create productive, stress-free educational environments for children. In addition to traditional methods of observation, we argue that teachers would benefit from tools that could provide supplemental data identifying stress responses in students using psychophysiological data. The child-suited wearable device we have designed incorporates sensors that track signs linked to emotional and sympathetic responses, such as heart rate variability and electro-dermal activity. Through these data points, teachers and parents can better understand the child's emotional responses to activities and social interactions at school, and tailor programs to support wellbeing and stress reduction.