The richness of legacy metadata describing items in library special collections can be an asset when these collections are digitized. Transforming legacy metadata into formats that are Linked Open Data (LOD) friendly, maximizes metadata value and better integrates digital library collections into the emerging Semantic Web. This poster details experience with mapping Dublin-Core-based metadata into the Resource Description Framework (RDF) using Schema.org vocabulary, summarizes challenges encountered and illutrates how such transformations enable additional functionality. Connections into the Semantic Web are enhanced by making item descriptions more accessible to LOD- consuming applications (e.g., Google Structured Data Testing Tool) and enabling the consumption of related LOD resources, thereby enhancing context for users of the collection. The results described here are incomplete but encouraging, suggesting user benefits and illuminating new workflows to explore and develop.