This thesis functions as a kind of audit, assessing past efforts to identify, designate, and commemorate extant Underground Railroad sites in Upstate New York. Chapter One offers an introduction to the Underground Railroad in New York and then pivots to a case study of the Barnes-Hiscock mansion; it proceeds to examine the effects of urban renewal on similar resources in Syracuse and Rochester. Chapter Two stages an inquiry into twice-told tales of Underground Railroad activity in Ithaca and posits that oft-publicized sites like St. James A. M. E. Zion Church have garnered attention at the expense of other well-documented properties in Tompkins County. Delving into St. James’ designation offers a springboard for interrogating the incongruous listing of various churches on the National Register and Network to Freedom. Chapter Three takes a different tack and summarizes my interviews with six heritage sites/projects across the state. The conclusion presents several insights gleaned from the compilation of the appendices and encourages the adoption of a transnational frame for the future development of Underground Railroad surveys and programming.