The Jessie Wilson Sayre Collection documents the close relationships amongst the Wilson and Axson families in the early twentieth century and provides details into their lives. The collection includes correspondence to and from Jessie Wilson Sayre, before and after her marriage. The bulk of the collection is correspondence to Sayre before her marriage from her parents, sisters, friends, and her mother's family, the Axsons. Other materials in the collection include news clippings and other printed materials about Jessie Wilson Sayre, mostly related to her wedding, and writings by Wilson Sayre, such as her notes for speeches, some short fiction, and a reprint of an article she wrote for Good Housekeeping Magazine. The collection also contains her school materials, including notebooks that are mostly undated but are likely from her time at the Woman's College of Baltimore, and her address book. Of particular note is an unpublished memoir about Jessie Wilson Sayre written by Mary Holt, a cousin of Wilson Sayre's mother, Ellen Axson Wilson.