The mission of an Ecomuseum is to promote local development through the enhancement of the environmental and cultural heritage of a given territory. Development must obviously be sustainable, or rather self-sustainable. The relationship established between territorial heritage, local development and educational models is decisive for the success of the ecomuseum process. If we want to have a good awareness of our heritage, it is essential to question the traditional educational system and embrace a pedagogical approach that is able to lead to “conscientization”. With this in mind, the Ecomuseum of the Agro Pontino, in agreement with the Libera Università della Terra e dei Popoli, conducted a reflection on the ideas and practices developed by Paulo Freire and Danilo Dolci. The first attempts to carry out maieutic seminars in the Agro Pontino show various potentials but not a few critical points.