This exploratory research aims to evaluate indoor environmental quality in the classrooms of three school buildings in Southern Manitoba, Canada, and to evaluate the well-being of these schools' teachers as it pertains to their perception of their classrooms' indoor environment. The schools include a middle-aged, conventional school; a new, non-green school; and a new, green school certified using the Leadership in Energy and Environmental Design rating system. The methodology involved using a mobile instrument cart to conduct snapshot measurements of thermal comfort, indoor air quality, lighting and acoustics in classrooms and an occupant survey to evaluate teachers' long-term satisfaction with their classrooms' indoor environmental quality. The results showed that the new, green and new, non-green schools' classrooms performed better than the conventional, middle-aged school's classrooms with respect to some aspects of thermal comfort and indoor air quality only. Teachers in the new, green school and in the new, non-green school were more satisfied than teachers in the conventional, middle-aged school with their classrooms' overall indoor environmental quality, lighting quality and indoor air quality. Surprisingly, the new, green and new-non green school classrooms' performance were very comparable with the new, green school's classrooms performing statistically significantly better with respect to relative humidity. Similarly, none of the differences in teachers' satisfaction ratings between the new, green and new, non-green school were statistically significant.