Mobile context-aware applications are required to sense and react to changing environment conditions. Such applications, usually, need to recognize, classify, and predict context in order to act efficiently, beforehand, for the benefit of the user. In this chapter, the authors propose a mobility prediction model, which deals with context representation and location prediction of moving users. Machine Learning (ML) techniques are used for trajectory classification. Spatial and temporal on-line clustering is adopted. They rely on Adaptive Resonance Theory (ART) for location prediction. Location prediction is treated as a context classification problem. The authors introduce a novel classifier that applies a Hausdorff-like distance over the extracted trajectories handling location prediction. Two learning methods (non-reinforcement and reinforcement learning) are presented and evaluated. They compare ART with Self-Organizing Maps (SOM), Offline kMeans, and Online kMeans algorithms. Their findings are very promising for the use of the proposed model in mobile context aware applications.