In the article theoretical and methodological aspects of forming of the concertmasters interpretive skills of students from the positions of the hermeneutical approach are revealed. This approach involves individually polyvariative interpretation of musical work, taking into account its contextual relations; the unity of objective and subjective, emotional and intellectual, retrospection and actualization in this process, as well as the personal artistic and creative experience of the subject. Based on a retrospective review of the philosophical literature on hermeneutics the ideas of this science, which are important for our study are highlighted: the integrity of the understanding is provided by the interaction of objective and subjective, comprehension occurs in the interaction of rational (logical) and irrational procedures (intuition, prediction, empathy, sympathy), “text”, as encoded in the signs meaning is a subject to interpretation, understanding is dialogical in nature (the dialogue of the present and the past; the author and the interpreter), the multiplicity of interpretations is objectively determined, the understanding is possible, provided the development and education of personality of the interpreter; the multiplicity of interpretations is objectively determined, the understanding is possible, provided the development and education of the personality of interpreter; the basic principles of hermeneutics – a retrospective study of the work, based on the reconstruction and rehabilitation of its meaning and significance; actualization of the work, which considers the modern cultural context. Outlined rules of interpretation became the basis of development of pedagogical instrumentation of developing skills for creative processing of imagery of musical and ensemble samples. Art teaching methods, which provide the efficiency of formation of the ability to carry out educationally directed performing analysis of vocal and instrumental musical works for children are specified, in particular: the method of mastering the algorithm of performing analysis of vocal-instrumental works, the method of creating a “performance score” of the song, the method of verbalization content for works of art. The effectiveness of the proposed methods is proved. Require further study the issues of developing skills for creative processing of imagery musical-ensemble samples from the positions of the activity approach.