Droughts can have severe ecological, social, and economic impacts. Some impacts are particularly severe if droughts last longer than 1 year and water stores are not fully replenished. The proneness of European catchments to multiyear droughts has not been studied extensively, even though such events pose a great challenge for water resources management in many regions. In this study, we assess regions and catchments in Europe that might be prone to multiyear droughts by stochastically simulating long discharge records. The simulation approach uses phase randomization and the flexible, four-parameter kappa distribution to generate potential realizations of (long) drought events. Both observed and stochastically simulated series are used to identify multiyear drought events. Catchments prone to multiyear droughts are located in southern France, central Europe, and southwestern England. To assess potential future changes in the proneness to multiyear events, we follow a purely empirical approach. We link the proneness of a catchment to multiyear events to its low-flow regime as described by the seasonality ratio. Our results show that catchments with a melt-dominated flow regime are generally not affected by multiyear droughts, whereas many catchments with a rainfall-dominated flow regime show such proneness. We further find that catchments experiencing regime changes toward a rainfall-dominated flow regime might be more affected by multiyear droughts in the future. Overall, four regions stood out that might potentially become more affected in the future if historical trends in regimes continue: southeastern England, southeastern France, central Norway, and the Pre-Alps. Plain Language Summary Droughts lasting longer than 1 year can have severe ecological, social, and economic impacts. They are characterized by below-average flows, not only during the low-flow period but also in the high-flow period when water stores such as groundwater or artificial reservoirs are usually replenished. Limited catchment storage might worsen the impacts of droughts and make water management more challenging. Knowledge on the occurrence of multiyear drought events enables better adaptation and increases preparedness. In this study, we assess the proneness of European catchments to multiyear droughts by simulating long discharge records. Our findings show that multiyear drought events mainly occur in regions where the discharge seasonality is mostly influenced by rainfall, whereas catchments whose seasonality is dominated by melt processes are less affected. The strong link between the proneness of a catchment to multiyear events and its discharge seasonality leads to the conclusion that future changes toward less snow storage and thus less snow melt will increase the probability of multiyear drought occurrence.