This chapter presents the computer-aided organisational modelling and simulation of relevant socio-technical processes with regards to the new housing and building law and regional management trends in the European Union. We present an example related to the processes and agendas of the urban planning of the landscape areas and small settlements. Our models were simulated, verified and validated to help the officials (especially from the smallest settlements) to improve their knowledge to allow them to participate more in the future. As one of the dimensions of quality of life is the self-realisation and participation of local people, we expect an improvement in the quality of life in general. Our approach uses the novel type of process maps, which describe the legislation, visualise it and simulate it. These models consist of the original combination of FSM and object-orientation. It gets local people a better understanding of their life situations without the need for thorough prior training. It also causes the effect of better participation and subsequent improvement of the quality of life, because of the actual and specific problem in the Czech local government of small settlements in the low level of participation of citizens in these small villages caused by the complexity and also time-varying form of law and statutory regulations.