Radio channel modeling is one of the most fundamental aspects in the process of designing, optimizing, and simulating wireless communication networks. In this field, long-established approaches such as analytical channel models and ray tracing techniques represent the de-facto standard methodologies. However, as demonstrated by recent results, there remains an untapped potential to innovate this research field by enriching model-based approaches with machine learning techniques. In this paper, we present Deep RAdio channel modeling from GeOinformatioN (DRaGon) as a novel machine learning-enabled method for automatic generation of Radio Environmental Maps (REMs) from geographical data. For achieving accurate path loss prediction results, DRaGon combines determining features extracted from a three-dimensional model of the radio propagation environment with raw images of the receiver area within a deep learning model. In a comprehensive performance evaluation and validation campaign, we compare the accuracy of the proposed approach with real world measurements, ray tracing analyses, and well-known channel models. It is found that the combination of expert knowledge from the communications domain and the data analysis capabilities of deep learning allows to achieve a significantly higher prediction accuracy than the reference methods.