A letter to Sarah Upshur Teackle Bancker from her sister, Elizabeth Dennis Teackle (later Montgomery) and her father John Teackle. The letter includes mentions of family health and other news.

Several pages from the family bible of the Teackle family inscribed with birth dates of both family members and several enslaved people in their household, some who were later emancipated. It was inscribed by John Teackle (1753-1817). Names include: Abram, Viner, Adam Morris, Jacob, Sarah, Charles, Nanna, Mary, Silvia, Howe, Isaac, Elijah, Tomas, Peter, Hannah, Rose, George, Joshua, Betty, Ezekiel, Leah Planter, Bob, Robert Planter, Lelia Harmon, Jack Harmon, Littleton Dennis Teackle, Henrietta Teackle, Sarah Upshur Teackle, Henry Teackle, Elizabeth Dennis Teackle, John Justice Teackle, Maria Fisher Teackle, Hetty Fisher Teackle, James Dennis Teackle, Levin Teackle, John Teackle, Elizabeth Dennis, and Littleton Dennis.

This is a ledger of accounts for merchant John Teackle of Kegotank, dating from 1808-1820. Debtors included family members, business associates and other mercantile houses. He also loaned money to emancipated African Americans such as Isaac Crippen, George Planter, William Planter, Asariah Pepper, Joshua Cropper, Joseph Planter, John Jack and others. The accounts include names such as Littleton D. Teackle, Charles Nicoll Bancker, John Upshur, William Parramore, William P. Custis, John Custis, Henry Custis, John H. Bayly, Bagwell Wharton, Major William Conquest, Henry Sympson, James Montgomery, Elihu Chauncey, Zadock Shepherd, Bowie & Kurtz of Georgetown, George Snead and many others.

Letter from Nancy Cunningham to Sarah “Sally” Teackle Kendall describing her flight from Philadelphia during the Revolutionary War, and also contains updates about Teackle's brother Severn Teackle who is imprisoned by the British on a ship anchored off Long Island. Severn Teackle is the Grandfather of Severn Teackle Wallis. Attached to this letter is a note dated 1829 written by Elizabeth Upshur Teackle explaining how she came to be in possession of this letter from her Great Aunt Sally Teackle Kendall.

Letter from Andrew D. Campbell to Littleton Dennis Teackle before their journey back to England. Campbell was from Glasgow, and a classmate of Teackle's at Columbia University.

Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from Philadelphia. She mentions see various friends in town such as Paschall Hollingsworth, Mr. Davis, and Ben Wilcocks, and members of the Teackle family..

Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from her father-in-law John Teackle's home, Kegotank. She shares family news and mentions her friend Dolly Harwood, Elizabeth Dennis Teackle, Ann Parker Upshur, Mr. Evans, John Eyre, and her husband's sisters Henrietta and Sally.

Letter from Elizabeth Upshur Teackle to her sister, Ann Eyre, written from Kegotank. She discusses the arrival of a fancy wig for Ann from Philadelphia which cost $26. She shares news of the death of Abel Upshur Teackle.

Letter from Elizabeth Upshur Teackle to her sister, Ann Eyre, written from Princess Anne. This letter discusses her sister-in-law Sarah Upshur Teackle Bancker, and some family unrest over a man who was courting her behind her parents back, George Wilson Jackson. While in New York City, she met Charles Nicoll Bancker, her eventual husband, and this letter explains how it all came to pass. George Wilson Jackson was the brother-in-law of Congressman John Dennis, Littleton Teackle Dennis's Uncle who lived next door to them in Princess Anne at their home Beckford, which Elizabeth states "places our family in a delicate situation." Elizabeth mentions a recent trip to Baltimore and their Aunt Susannah Kendall.