Estimations of wind flow over terrain are often needed for applications such as pollutant dispersion, transport safety or wind farm location. Whilst field studies offer very detailed information regarding the wind potential over a small region, the cost of instrumenting a natural fetch alone is prohibitive. Wind tunnels offer one alternative although wind tunnel simulations can suffer from scale effects and high costs as well. Computational Fluid Dynamics (CFD) offers a second alternative which is increasingly seen as a viable one by wind engineers. There are two issues associated with CFD however, that of accuracy of the predictions and set-up and simulation times. This paper aims to address the two issues by demonstrating, by way of an investigation of wind potential for the Askervein Hill, that a good level of accuracy can be obtained with CFD (10% for the speed up ratio) and that it is possible to automate the simulations in order to compute a full wind rose efficiently. The paper shows how a combination of script and session files can be written to drive and automate CFD simulations based on commercial software. It proposes a general methodology for the automation of CFD applied to the computation of wind flow over a region of interest.