An increasing number of engineering applications require accurate predictions of the flow around buildings to guarantee performance and safety. This paper investigates the effects of variations in the turbulent inflow, as predicted in different numerical simulations, on the flow pattern prediction around buildings, compared to wind tunnel tests. Turbulence characteristics were assessed at several locations around a model square high-rise building, namely, above the roof region, at the pedestrian level, and in the wake. Both Reynolds-averaged Navier–Stokes (RANS, where turbulence is fully modelled) equations and large-eddy simulation (LES, where turbulence is partially resolved) were used to model an experimental setup providing validation for the roof region. The performances of both techniques were compared in ability to predict the flow features. It was found that RANS provides reliable results in regions of the flow heavily influenced by the building model, and it is unreliable where the flow is influenced by ambient conditions. In contrast, LES is generally reliable, provided that a suitable turbulent inflow is included in the simulation. RANS also benefits when a turbulent inflow is provided in simulations. In general, LES should be the methodology of choice if engineering applications are involved with the highly separated and turbulent flow features around the building, and RANS provides reliable information when regions of high wind speed and low turbulence are investigated.