Wind pressure characteristics on a double tower high-rise structure, which is disturbed by surrounding buildings, were investigated using large eddy simulation (LES) and 1:300 scale wind tunnel experiments. The computational simulation technique and wind tunnel experimental technique were described in detail initially. Comparisons of computational results with the experimental data have subsequently been carried out to validate the reliability of LES. Comparisons have been performed in detail for the mean and fluctuating pressure coefficients. Detailed explanations of each comparison were given in the paper. To study further on the pressure coefficients on the building surfaces, parametric studies on shape coefficient and spatial correlation were performed and investigated. The numerical and experimental results presented in this paper advance understanding on wind field around buildings and the application of LES and wind tunnel tests.