This collection contains papers of Squire Bosworth, a physician and county court clerk of Randolph County, Virginia (later West Virginia). The collection includes correspondence of Bosworth, other members of his family, and seemingly unrelated individuals. Among the correspondence are several post-American Civil War letters written by family and friends, discussing the political climate of the day in Virginia and West Virginia as well as Reconstruction issues in North Carolina and Virginia. Also among the correspondence is a letter from Squire Bosworth filing a claim against the U. S. government for services he rendered as a physician during the war. An 1849 letter from E. D. Wilson of Philippi provides information on area politics and mentions the growing urbanization of Beverly, (West) Virginia. Also within the correspondence are several letters addressed to Bosworth in his capacity as Randolph County court clerk.

Among the legal papers in the collection is an 1848 bill of sale for a female enslaved person named Huldah, purchased by Squire Bosworth from Peter Buckey. The collection also contains a summons ordering Squire Bosworth to appear before a local voter registration board to explain why his name should not be stricken from the local roll of voters. Also contained are deeds, marriage certificates, Bosworth's medical license, and a certificate granting local patent rights to a hillside plow improvement. The collection also contains several documents relating to attempts by John W. Bosworth, acting as the executor of his father's estate, to secure a claim against the U. S. government for goods confiscated by the army during the Civil War.