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.

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.

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.