Presented here is a scalable self‐assembly route for fabricating a hierarchically structured material, possessing the property of superhydrophobicity, based on the breath figure (BF) method. The composite‐structured elastomers with dynamically controllable micro and nanoscale roughness are fabricated by stamping close‐packed monolayer of monodispersed silica particles, with different sizes, onto the surface of polydimethylsiloxane (PDMS) protrusion arrays, prepared by copying various molding BF films. The result of water contact angles (WCAs) measurement reveals that the variations in size features of either microscale or nanoscale make little difference in the WCAs of micropatterned or composite‐structured elastomers. It has been found out that the ratio of prominence pitch to protrusion diameter of structured PDMS samples keeps to be constant when the micro or nanoscale roughness varied a lot. The computation based on Cassie's law indicates that such geometrical feature contributes to the constant WCAs upon the varied roughness both in micro and nanoscale. image