Letter from Elizabeth Upshur Teackle to her husband Littleton Dennis Teackle. She talks of sending hair in a locket and her love for him. She says she will write to his mother, Elizabeth Dennis Teackle, and tells him to talk highly of his wife in the American nobility circles.

Letter from Elizabeth Upshur Teackle to her husband Littleton Dennis Teackle. She mentions a health "mishap," a miscarriage. She discusses the rumors she has heard about his business, including the sale of his ship, and gives him some carefully worded advice. She also talks of their acquaintances who have asked about him.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle, saying they made it to Mrs. Dawson's place in Annapolis and she will write again when she gets home.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle, detailing her arrival home.

Letter from Elizabeth Upshur Teackle to Caleb Upshur.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre. She asks her sister to come visit with their cousin John Custis Upshur because her husband is away. She talks about Miss Harwood, Molly Gilmor, William Gilmor, John Taylor, Mary Winder, and George Kendall.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre. She expresses that she misses Ann very dearly. She hopes that her husband finds some success in business, so that she can continue to enjoy her domestic countryside life. She mentions talking with her cousin Eleanor Jackson Dennis.

Letter from Elizabeth Upshur Teackle to Madame Charlotte le Pelletier. She expresses missing Charlotte and her music, and asks when she will come visit Somerset county again. She hopes that her music career is going well and says Mrs. Dennis has enquired about her.

Letter from Andrew D. Campbell to Elizabeth Upshur Teackle, discussing Littleton D. Teackle's planned trip to Scotland. Campbell expresses his desire that Littleton would bring Elizabeth along, and talks about what they could do together if she came to visit.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre. She discusses the importance of writing, their friend Christiana's health, and family news.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle. She asks about a lawsuit regarding enslavement. She discusses reading books on Ancient Europe. She mentions his sister, Henrietta Teackle, and her upcoming wedding. She asks him to talk to her acquaintances in Baltimore, including Anna Teackle Smith Donnell and William Gilmor.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle. She thanks him for sending her books. She discusses finances and purchases, mentioning Arthur Upshur, George Teackle Kendall, and Mr. Brown. She also discusses updates from their acquaintances and family, including William Gilmor, Charlotte le Pelletier, Miss Gray, Thomas Tabb, Elizabeth Harmonson Teackle Tabb, Littleton's sister Esther "Hetty" Maria Fisher Teackle, and his parents, John Teackle and Elizabeth Dennis Teackle.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre. She asks Ann to write back to her, and she mentions she grows tired at managing her own personal affairs alone, especially with her husband out of town. She also discusses attending the wedding of Miss Anne Denwood and Mr. Barns with Retta and mentions their cousin John.

Letter from Juliet Upshur Elliott to her cousin, Elizabeth Upshur Teackle. She at length discusses society's views towards men and women, and how women are treated by men. She also talks at length about family matters, mentioning a variety of relatives, including Littleton Upshur, Abel Upshur, Caleb Brown Upshur, Ann Upshur Eyre, Arthur Upshur, Retta Teackle, Leah Curtis Upshur, and Eleanor "Nelly" Jackson Dennis.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre. She scolds Ann for not responding to her and discusses various family matters. Their brother, Arthur Upshur, is getting married in the next month. Retta wishes to take Elizabeth to Easton and Elizabeth wants to see Ann in Northampton.

Letter from Elizabeth Upshur Teackle her sister, Ann Upshur Eyre. She talks of George Teackle Kendall accompanying her while her husband is away. She mentions also Robert Barraud Taylor, Anne Hack Waters Robinson Bayly, and Hugh Ker. She recounts being invited to Easton and Cambridge, Maryland. The end of the letter is missing.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre, discussing her plans to go to Baltimore to visit her husband Littleton Dennis Teackle, before he leaves for business in the West Indies. She tells her sister to remind their brother, Arthur Upshur, to repay his debt to her. She also expresses her hope that Littleton will be successful in his business.

A letter to Sarah Upshur Teackle Bancker from her sister Elizabeth Dennis Teackle from Barren Creek, Maryland. The letter includes news of their journey there from Kegotank and other family news.