The purpose of the article is to study the specifics of the concert life of Vinnytsia at the beginning of the 20th century; to determine the role of choirs, orchestras and individual performers in the process of formation of professional music art of Vinnytsia region; to characterize the peculiarities of the creative activity of choirs of the city and the region, and, in particular, Hrygorii Davydovskyi’s artistic chapel and the symphonic orchestra of Vinnytsia; to reveal the influence of individual creative figures on the concert and musical life of the city; to explore the activity of Vinnytsia Music College, the features of its work, and the influence of the teachers of the college on the creative life of the city.The research methodology consisted in the cultural approach and the systemic method, which made it possible to identify the peculiarities of the development of music art of Vinnytsia as a subsystem of the cultural system of the region and Ukraine as a whole. The cultural approach also allowed for analyzing the features of professionalization of music art of the region in the context of the general cultural and historical situation of the first third of the 20th century.The scientific novelty of the work lies in the publication of archival materials which allow for reproducing the specifics of the musical life of Vinnytsia. In particular, new facts about the activity of choirs, orchestras and individual performers were presented.Conclusions. The results of the study suggest that the concert life of Vinnytsia region at the beginning of the 20th century was widely represented by city's ensembles, touring collectives and individual performers, and was saturated and diverse. The versatile study of the activity of creative teams of Vinnytsia in the first third of the 20th century and their orientation towards certain audiences makes it possible to understand the specifics of the process of professionalization of choral art of the region as a component of the original image of regional musical culture.