The Monastery of São Martinho de Tibães, once the mother house of the Congregation of S. Bento of the kingdoms of Portugal, is now owned by the Portuguese State. In it, three institutions coexist that perform the cultural, cultural and reception functions, making the whole monastic ensemble a true platform for meeting people, cultures, desires and multiple sensibilities. In this very specific context, mediation assumes an important role, not only as a conflict prevention strategy, but as a process for transforming relations between institutions, personal and social relationships, capitalizing the differences in opportunities for change and learning. We intend to reflect and help clarify the concept of mediation, trying to understand its importance in the field of Heritage Education. Starting with the specific study of a real work context, this chapter goes further by investigating: the presence of mediation in the discourses and practices of the Monastery of São Martinho de Tibães (and at what times); the types of mediation that were (and still are) present in your daily life; how mediation (was or still is) important for the achievement of its objectives; and the challenges you faced (or will face). It also reflects on the role played by mediators, in bringing together the public and the patrimonial asset that is intended to be made known, presenting a set of challenges that arise, also defining what should be their performance profile to achieve the objectives institutionally proposed.