The development of resilient cropping systems with high yield stability is becoming increasingly important due to future climatic and agronomic challenges. Consequently, it is essential to compare the effects of different agronomic management practices, such as cropping sequences and nutrient supply, on the stability of crop yields. Long-term experiments are a valuable resource for investigating these effects, as they provide enough time to accurately estimate stability parameters. The objective of the current study was to compare the effects of different cropping sequencing (#1: continuous v. rotational), fertilization (#2: mineral v. organic) and straw management techniques (in the case of continuous wheat; #3: removal v. incorporation) on the yield stability of winter wheat; yield risk (the probability of yield falling below a threshold yield level) and inter-annual yield variability were used as stability indicators of the effects. Long-term yield data from the Broadbalk Wheat Experiment (Rothamsted, UK) were analysed using a mixed model. Overall, the results showed that rotational cropping combined with sufficient mineral N fertilizer, with or without organic manure, ensured stable wheat yields while reducing yield risk. In contrast, higher yield risks and inter-annual yield variabilities were found in continuous wheat sections with less mineral N fertilizer or with organic manure only.