The collection consists largely of family correspondence based in and around Harpers Ferry, which is arranged chronologically from 1838 through 1936. Since three of the four Chambers sisters never married, there are many letters from their friends and suitors. In particular are courtship letters from Jennie's suitor Charles Davies, a lawyer who wooed her for fifteen years. Although she appears to have loved him, her parents disapproved and the couple never wed; Davies eventually married someone else. There is also significant correspondence from the Castle sons to their mother in Harpers Ferry.
Along with correspondence, the collection includes some legal and financial papers, loosely arranged by date. Of note in the legal papers is a handwritten copy of John Brown's will, although no context is provided as to why it is present in the family's papers. Also present in the collection are drafts, poems, and essays, both by Jennie Chambers and unidentified authors. Of note are the drafts from Chambers' article, What a School-Girl Saw of John Brown's Raid, eventually published in Harpers Magazine in 1902.
There is a file with evidence of Chambers' interest in painting, including her notes about mixing paint colors and some sketches. The collection also contains several daybooks and a few photographs, largely unidentified.