Semantic Web Technologies are ideally suited to build context-aware information retrieval applications. However, the geospatial aspect of context awareness presents unique challenges such as the semantic modelling of geographical references for efficient handling of spatial queries, the reconciliation of the heterogeneity at the semantic and geo-representation levels, maintaining the quality of service and scalability of communicating, and the efficient rendering of the spatial queries' results. In this paper, we describe the modelling decisions taken to solve these challenges by analysing our implementation of an intelligent planning and recommendation tool that provides location-aware advice for a specific application domain. This paper contributes to the methodology of integrating heterogeneous geo-referenced data into semantic knowledgebases, and also proposes mechanisms for efficient spatial interrogation of the semantic knowledgebase and optimising the rendering of the dynamically retrieved context-relevant information on a web frontend.