In the last ten years, a number of innovations, mainly inspired by constructivist notions of learning, have been introduced at various levels of the Dutch educational system. However, constructivist learning environments are rarely implemented. Teachers tend to stick to expository and structured learning environments. This consistent finding requires research in order to gain insight into teachers' preferences for learning environments and to determine the factors that support and impede the realization of these learning environments. Regarding the influence of social backgrounds on student learning, is it also important to take stock of parental views on learning environments. This study is focused on teachers' preferences for learning environments, their reported teaching behavior, and how these match with parents' preferences. Three parallel questionnaires were developed for teachers (n = 285), students (n = 951), and parents (n = 636) to measure preferences and behavior at different levels of education, for three types of learning environments: direct instruction; discovery learning; and authentic pedagogy. The results show that teachers often prefer direct instruction, and seldom promote discovery learning. While teachers sometimes realize authentic pedagogy, constructive learning tasks are seldom used. Teachers' reported practice and parents' preferences for their children appear to correspond reasonably. Results of multiple regression analyses show that the use of the three types of learning environments yield different predictors. For the use of discovery learning and authentic pedagogy, confidence in students' regulative skills is an important predictor. In predicting the use of direct instruction, the teacher's own conception of learning turns out to be an important predictor.