Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle. She discusses the ongoing War of 1812, their finances, their bellman, and her health. She asks if it is true that a mob tore down the office of the Federal Republican.

Letter from Elizabeth Upshur Teackle to her sister, Ann Upshur Eyre, inviting her to come visit on the 22nd of February. She mentions Louisa A. Bowdoin and the death of General John Gale. She also talks about the war, discussing English squadrons preparing to attack the French fleet.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle, responding to a letter delivered by Joe, an enslaved person. She writes about Louisa Ann Bowdoin going to a ball. She mentions that her sister, Ann Upshur Eyre, said she would visit, but Elizabeth has not seen her. She also talks about the war, saying Peter Bowdoin wrote her updates on fighting taking place off the coast. She also talks about her health and the bad weather.

Letter from Elizabeth Upshur Teackle to her husband, Littleton Dennis Teackle, discussing the accounts she has heard of the riots in Baltimore. Anti-war articles written by Alexander Contee Hanson in the Federal Republican newspaper caused riots against the newspaper. Elizabeth is horrified by these events and asks for her husband's recounting of the events. She also discusses their finances and her sister, Ann Upshur Teackle.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle, responding to his account of the raid on Havre de Grace, Maryland, by the British Royal Navy. She also informs him that Ann Upshur Eyre and John Eyre are in town.

Letter from Elizabeth Upshur Teackle to her sister, Ann Eyre. She starts by responding to a note Ann sent from Laurel, Delaware. She mentions General Henry Dearborn, who was given the nickname "Granny Dearborn" by his men during the War of 1812. She asks if Ann has seen any of Elizabeth's old friends in Philadelphia, specifically mentioning Sam Evans, Valeria Fullerton, Sally Whiteford, Dolly Heariss, Mrs. Smith, and Mrs. Biddle. She says that her husband Littleton D. Teackle has bought her a new coach and horses. She also visited Amelia Williams Gale, the Carroll's, and Mrs. Jackson. She asks Ann to write her about her stay in Philadelphia and to find talk to Jack Seargeant about the possibility of marrying her daughter, Elizabeth Ann Upshur Teackle. She mentions a fire in Easton, Maryland, and lists some goods for Ann to buy and send to her.

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.