In the paper are specifically analyzed and discussed experiences and dilemmas in the process of strategic development programming which appeared in West Balkan Countries during the regional and local development projects implementation. The main critical framework conditions regards to Impediments on a Local level connected with different structures which led to different experiences, successes and problems; Accuracy and relevance of data and information; Institutional competence; Consideration of horizontal and vertical relations of local community which neglect their required active role in the development process; Financial restrictions as a considerable bottleneck for successful development planning upon unstable resource flow; Political culture norms and values; and The role of external experts and improvement of the above mentioned aspects which will enhance the situation of development planning at the local level in a sustainable manner. It is concluded that the various aspects are strongly interrelated and are forming a spider net with the object of the development process, the municipality, the town or the city. It is also concluded that the success of development efforts of the subordinated administrative levels depends to a high degree on adequate framework-conditions, which have to be formed and fostered at the superior level.