This study aims to develop an educational drama program with masterpeice paintings for fifth graders in elementary school and to examine its positive effects on and implications for students. For these purposes, the researcher selected a group of masterpeice paintings by analyzing elementary Art textbooks and developed an educational drama program by applying the D.I.E inquiry process and using questions based on the LCE aesthetic experience principles. This research program was conducted for 5th grade students of B Elementary School in Siheung, Gyeonggi Province, and progressed to the 12th stage of the 6th time. First, the learners acquired values of masterpiece paintings for D.I.E lessons by participating in the program. secondly, the learners were further immersed in the D.I.E program based on masterpeice paintings according to questions based on the LCE aesthetic experience principles, experiencing an emotional agreement with objects and characters and promoting their imagination. Third, the learner showed the attitude of an active appreciator who independently explores and expresses masterpieces and acquired a method of independent art appreciation. These findings have the following implications.This program influenced learners to experience immersion and imagination through emotional matching with characters in masterpiece painting and to form an enhanced aesthetic perspective. In addition, it was found that it had a positive effect on the personality and emotions of 5th graders in elementary school, such as cooperative spirit in peer relationships and improved empathy for others. Finally, it was discovered that the learner became an independent and active appreciator of masterpiece paintings and explored famous paintings. The study is significant in that it can contribute to the development of a convergence program between masterpieces paintings and educational drama. It is hoped that this study will become an example of learners enhanced artistic eye formation and cognitive and emotional development.