This collection contains papers created by or related to William and Anne Fleming and several family members on Anne's side, including her parents, Israel and Elizabeth, and her brother, William.

The subjects include Flemings accounts of his trips to Kentucky, his journal of the first Kentucky convention of which he served as chair, letters about business, Kentucky land claims, and family affairs. There are commissions, wills and estate inventories, land surveys and indentures, a manuscript map, and documents related to Indigenous nations. Other documents mention enslaved people, usually those were to be inherited. There is one folder which holds items specific to Kentucky but here are other documents throughout the collection that also have relevance to Kentucky, such as correspondence, land records, and receipts. Daniel Boone's name can be found throughout the collection as he was hired to survey land within what is now Kentucky. Notable signatures within the collection include Thomas Jefferson, Patrick Henry, James Monroe, and Benjamin Harrison. The collection also includes an account book kept by Fleming between 1765-1783. Some accounts are medical in nature. Lastly, the collection holds George Baxter's honorary degree from the University of South Carolina dated circa 1812.

There are transcriptions for correspondence and other items which were done in 2000.