Letter from Ann Upshur Eyre to her sister Elizabeth Upshur Teackle, detailing her return to her home in Northampton, Virginia. She mentions Louisa A. Bowdoin's wedding is next month and they expect to see a few out of town guests, including Anna "Nancy" Teackle Smith Donnell. She talks of their shared acquaintances in town, including Sarah Barraud Taylor, Grace Duncombe Taylor Eyre, Susannah Gore Kendall, and Charlotte Smith. She asks about Elizabeth's health and about two enslaved members of her house, Sarah and Nancy. The last page is missing.

Letter from Elizabeth Upshur Teackle to her daughter, Elizabeth Ann Upshur Teackle, written while her daughter was away attending Madam Grelaud's French School in Philadelphia.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle, discussing their finances and purchases, and her attempts to stay frugal. She also mentions the death of Dr. James Lyon, and the weddings of William Wise to Ann C. Wilson, and Tubman Walston to Anne Done.

Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from Princess Anne. She talks about her bout with the ague, and a picture of Ann that Littleton D. Teackle is sending from Philadelphia. She inquires to health of John Eyre and Sarah Eyre Lyon, his sister. She mentions Sarah Corbin Cropper Wise, Henrietta Teackle, Col. Waters and Susannah Gore Kendall.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle. She writes that her sister Ann Upshur Eyre and her husband, John Eyre, are in town, and they also wish to visit Littleton in Philadelphia. She asks about their financial accounts and property in relation to Mr. Guest. She asks for sheeting and for him to procure lodgings for Mr. and Mrs. Eyre in Philadelphia. She also mentions the death of Col. Custis Kendall.