The most destructive wildfires recently in Northern California have been linked to the occurrences of Diablo Winds (DWs). This study investigates the climatology of DWs during September–December 1979–2018, and their relationships with various climate modes using observations and two high-resolution reanalysis datasets. Our finding shows that DWs do not have a long-term trend in terms of the annual total number, total duration, and associated maximum wind speeds of DWs over the past 4 decades. However, their associated minimum relative humidity (RH) has decreased significantly, especially in October, which suggests that the dryness during DWs has become more severe with time, possibly leading to an increased chance of fires, and their destructive potential. We also find that the annual total number and duration of DWs have exhibited an quasi-periodic variation, with intervals ranging from 2 to 4 years. The periodic variability of DWs might be attributed to the teleconnections between DWs and climate oscillations, specifically the El Niño–Southern Oscillation (ENSO) and the quasi-biennial oscillation (QBO), through their modulation of pressure systems near California and the location of the Pacific jet stream. It is suggested that when La Niña and the QBO westerly phases co-occur in the spring, DWs in the following fall and winter tend to occur more frequently, and are associated with more intense high winds and dryness as compared to other springtime QBO and ENSO phases. This relationship may be used to predict the seasonal outlook of DWs.