Extreme cold winter weather events over Eurasia have occurred more frequently in recent years in spite of a warming global climate. To gain further insight into this regional mismatch with the global mean warming trend, we analyzed winter cyclone and anticyclone activities, and their interplay with the regional atmospheric circulation pattern characterized by the semi-permanent Siberian high. We found a persistent weakening of both cyclones and anticyclones between the 1990s and early 2000s, and a pronounced intensification of anticyclone activity afterwards. It is suggested that this intensified anticyclone activity drives the substantially strengthening and northwestward shifting/expanding Siberian high, and explains the decreased midlatitude Eurasian surface air temperature and the increased frequency of cold weather events. The weakened tropospheric midlatitude westerlies in the context of the intensified anticyclones would reduce the eastward propagation speed of Rossby waves, favoring persistence and further intensification of surface anticyclone systems.