Laboratory and outdoor measurements are reported of the relative sound pressure level spectrum over hard surfaces containing either random or periodically spaced arrays of 2-D roughnesses. The resulting data have been compared with predictions obtained analytically and with numerical predictions of a boundary element code. Effective impedances of the rough surfaces have been calculated from the boss theory developed by Twersky. A classical asymptotic approximation for propagation near grazing incidence from a point source over an impedance boundary has been modified, heuristically, to allow for diffraction grating effects. The resulting predictions are found to be in tolerable agreement with the data except for close and random packing. The boundary element code is found to give superior results for larger roughnesses, but computational restrictions on element size reduce its usefulness for roughnesses with small width or height.