Abstract. Semantic similarity measurement gained attention as a methodology for ontology-based information retrieval within GIScience over the last years. Several theories explain how to determine the similarity between entities, concepts or spatial scenes, while concrete implementations and applications are still missing. In addition, most existing similarity theories use their own representation language while the majority of geoontologies is annotated using the Web Ontology Language (OWL). This paper presents a context and blocking aware semantic similarity theory for the description logic ALCHQ as well as its prototypical implementation within the open source SIM-DL similarity server. An application scenario is introduced showing how the Alexandria Digital Library Gazetteer can benefit from similarity in terms of improved search and annotation capabilities. Directions for further work are discussed.