An increase in the frequency of atmospheric hazards in a changing climate has attracted interest in the study of regional features of mesoscale convective systems and trends of lightning activity. Severe convective storms are the most destructive weather events causing substantial damage and fatalities. In this paper, we analyze general trends in the lightning activity in the Upper Volga region and identify the particular features of a severe thunderstorm on 13–14 July 2020. The analysis of the annual variability of the lightning activity in the Upper Volga region, carried out according to the World-Wide Lightning Location Network (WWLLN) data, has shown that the total number of discharges during the convective seasons of 2016–2021 increased. For the convective season of 2020, the daily number of discharges in the neighborhood of Nizhny Novgorod (the center of the region) is calculated according to the WWLLN data and the electric field mill (EFM) measurements. It is revealed that the most powerful (per convective season) thunderstorms have a number of similarities both according to observations and numerical simulation. The thunderstorm on 13–14 July was numerically simulated using the Weather Research and Forecasting (WRF) model in combination with calculations of the electric parameters (such as electric potential and intracloud electric field). The simulations were carried out using two parametrizations of microphysical processes to reveal the features associated with allowance for aerosol particles. The data from the meteorological radar and WWLLN were used to validate the radar reflectivity simulation results of the WRF model. Some features of the thunderstorm evolution characteristic for each of the microphysical parametrizations were identified. In general, the non-aerosol parametrization gives a more correct description of the development of severe thunderstorms in the Upper Volga region (with the exception of the final stage of the convective system development). For a convective event to have the required duration (more than 6 h), aerosol particles should be taken into account.