Abstract-The Reynolds number of flow field around circular cylinders is usually high under strong wind for most full-scale tall buildings, which is difficult to achieve in most wind tunnel tests. To explore the wind characteristics of tall cylindrical buildings with vertical-equidirectional grooves from subcritical to transcritical flow, wind tunnel tests and full-scale large eddy simulations were carried out. The results showed that the rectangular-grooves narrow the wake width due to the downstream movement of the separation point and the deeper grooves cause smaller mean pressure. Furthermore, larger groove roughness leads to lower frequency of vortex shedding and the Strouhal number remains at the range from 0.15 to 0.35.The drag coefficient of rough cylinders is 2~3 times as large as that of smooth cylinders under the trend of decrease.