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Mechanical instabilities in soft materials, specifically wrinkling, have led to the formation of unique surface patterns for a wide range of applications that are related to surface topography and its dynamic tuning. In this progress report, two distinct approaches for wrinkle formation, including mechanical stretching/releasing of oxide/PDMS bilayers and swelling of hydrogel films confined on a rigid substrate with a depth‐wise modulus gradient, are discussed. The wrinkling mechanisms and transitions between different wrinkle patterns are studied. Strategies to control the wrinkle pattern order and characteristic wavelength are suggested, and some efforts in harnessing topographic tunability in elastomeric PDMS bilayer wrinkled films for various applications, including tunable adhesion, wetting, microfluidics, and microlens arrays, are highlighted. The report concludes with perspectives on the future directions in …