In nature, superhydrophobicity is almost systematically associated with a multiscale topography. Nevertheless, multiscale-textured natural surfaces can either produce water-repellent properties such as on the sacred lotus leaf or high liquid-to-solid adhesion such as on the rose petal. To conceive bio-inspired surfaces with self-cleaning properties, the proper contributions of each topographical scale to the wetting behavior need to be investigated. Conditions for the equilibrium of menisci produced at a given topographical scale are derived, yielding a recursion relation between each topographical scale. We introduce the equilibrium anchorage depth to quantify the penetration of water at equilibrium. To study the contact angle hysteresis (CAH), we thoroughly describe the mechanisms driving the advancing and receding motions of the triple line. Both phenomena depend on what we define as precursor advancing and receding motions. Eventually, the equilibrium, advancing and receding anchorage depths are related to the CAH. Topographical heterogeneities at a topographical subscale i are always associated with a reduced equilibrium anchorage depth and an enhanced robustness at all topographical scales of higher orders of magnitude. Eventually, it is demonstrated that advancing and receding anchorage depths are bounded by the equilibrium anchorage depth, elucidating how rose-petal-like surfaces systematically produce a high CAH.