Accurate predictions of wind speed and wind direction near the surface are important, for instance, to estimate energy generation in wind farms or to predict surface stress, heat, and moisture fluxes that influence a range of atmospheric processes. The short-term local wind forecast relies on many processes, of which several are not resolved in numerical weather prediction (NWP) models but parameterized. Unresolved parameterized processes that impact the winds are surface drag and shear-driven turbulence, as well as convection and gravity waves. Over land, the deepening of the boundary layer due to turbulence and dry convection is typically accompanied by the development of shallow cumulus clouds. The objective of this study is to investigate the relationship between wind shear and momentum fluxes with cloud or weather regimes and identify whether convective cloud regimes in particular, as opposed to clear sky regimes, have a different structure of wind and momentum flux near the surface.