The article is devoted to the problem, which in the process of further development of modern, especially large, cities, becomes more and more relevant—these are the issues of interaction of the historical context with modern architecture and innovations in the field of urban planning. Due to the fact that the city, being a complex and constantly developing socio-economic system, has a very important characteristic—its historical past, it is necessary to consider approaches and methods for integrating objects of modern architecture into the existing material and spatial environment of the city. This determined the purpose of this work—the study of methods for including newly built objects in the historical environment based on a contextual approach. The problems of synthesizing the old and the new, their optimal combination in terms of preserving the historical integrity of the development, taking into account legislation, regulatory requirements and modern technologies in this area, in the restoration or reconstruction of cultural heritage sites, including the inclusion of new buildings and the organization of public spaces. In the process of analyzing examples from architectural practice, the main methods of environmental adaptation and the role of new buildings in a specific historical context are identified. As a result of the study, a project proposal for the renovation of a quarter in the historical center of a large city is considered as approbation.