Steel-timber composite structures have numerous advantages compared to steel only and timber only structures. One of the most important parts of a composite structure is the composite connection. Object of this research was a steel-CLT composite connection consisting of a steel profile, a cross-laminated timber (CLT) panel and a bolt with nut and washer. Aim of the research was to develop an efficient finite element (FE) model of a bolted steel-CLT composite connection and to validate it experimentally. The research process consisted of several steps: experimental testing of the considered connection using asymmetrical push-out test, numerical modelling and analysis of the connection using Finite Element Method (FEM), validation of the numerical model using experimental results, and parametric study of the proposed numerical model. For numerical analysis, an innovative method for timber modelling has been proposed. The comparison between the experimental and numerical research results demonstrated that the proposed numerical model was convenient for practical application in structure analyses. The parametric study showed that, in some cases, atypical failure modes of the connection occurred. Based on registered behavior, a recommendation is given to calculate the load capacity of the connection integrally, taking into account both the primary (Johansen’s) and the secondary (rope effect) part of the connection strength, instead partially, as proposed by EN standards.