Since the traditional occupational field of architects melted into the domain of digital content creation their creative capabilities and expert knowledge are also demanded from entertainment industries. Besides this fact today’s challenging master planning projects require architects to merge digital content creation and former analogue design methods. These are time-consuming tasks, which are especially hard to handle on large-scale landscape and urban planning projects with high demands on the two key features reliability and quality of plans. It can take several man-years to model detailed 3D land-and cityscapes. Nextgen applications that are already used in other industries can remove conventional empiric planning methods in architecture and landscape design. They will also raise dramatically the design quality through (1) the added predictability of how the sketched landscape design will look like,(2) the added possibility to simulate certain measures for city planning like enhanced airflow through skillful placed vegetation, and (3) the given opportunity to redesign drafted models within seconds what could have been earlier required months of work. There exist plenty of context-sensitive design decisions and simple repetitive digital content creation tasks. Furthermore, they depend on welldefined planning constrains. These tasks should be automated where applicable since there is no creative expert knowledge necessary to process them. We propose the use of a shape grammar in combination of procedural methods, which is adapted to the needs of architects, landscape and urban planners. Therefore, this paper introduces a novel approach for a grammar-based planning of open spaces in urban environments.