Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from Princess Anne. She talks about the many illnesses in the area, causing the death of Col. Peter Chaille (misspelled Shally), and his daughter. She asks about how the enslaved people from their father's estate will be split among the family, saying she would like to have Nanny as a lady's maid if it is possible.

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 Andrew D. Campbell to Elizabeth Upshur Teackle, in which he shares news of the death of his father James Campbell and its effects upon the Campbell family.

A letter to Sarah Upshur Teackle Bancker from her mother, Elizabeth Dennis Teackle includes news of their Georgetown neighbors such as Martha Parke Custis Peters and John Threlkeld, as well as family news.

Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from Princess Anne. She announces the birth of her daughter, Elizabeth Ann Upshur Teackle.

Letter from Juliet Upshur to her cousin, Elizabeth Upshur Teackle, whom she calls Betsy.

Letter from Ann Upshur Eyre to her sister, Elizabeth Upshur Teackle, written from Eyre Hall, discussing a party of the Taylors coming from Norfolk, along with Robert Barraud Taylor, a Mr. Tilghman, Mr. Morris, and Mr. Jones. Also mentioned are Grace Duncombe Taylor, Retta Teackle of Easton, and John Eyre. The last page(s) of the letter are missing.

Letter from Elizabeth Upshur Teackle, written to her husband, Littleton D. Teackle.

Letter from Elizabeth Upshur Teackle, written to her husband, Littleton D. Teackle from her father-in-laws house, Kegotank. She speaks about one of their enslaved people, Martha, a washerwoman, delivering a stillbirth baby. She brings up his recent contract to provide lumber for the building of the new U.S. Navy Yard. Their brother-in-law Charles Nicoll Bancker invited the John Teackle family to Baltimore as a change of scenery after the death of one of the Teackle sons, Henry. She asks if he has news about meeting the new British Ambassador and his wife, Anthony and Elizabeth Merry.

Letter from Andrew D. Campbell to Littleton D. Teackle.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle, in which she speaks of missing him. She says that their enslaved man, Israel is attending to all his wishes. She mentions that the sacrament was administered at church by Mr. Wilmer, and she asks for a delivery of cranberries, molasses, green sweetmeats, preserved ginger and lemons.

Letter from Andrew D. Campbell, a merchant in Glasgow, to Littleton D. Teackle. He's sending the letter via the nephew, Mr. Nicholson, of a mutual friend, the Hon. John Stratton.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle, in care of Guest & Bancker in Philadelphia. She writes she's headed to Virginia the next day and plans to stay the next four weeks.

Letter from Elizabeth Upshur Teackle to her husband, Littleton D. Teackle, detailing delays in her journey home. She stopped at Dr. Winder's due to a lame horse, and is slowly making her way home. She's heard that a schooner matching the description of one of their boats, the Princess Anne, was seen in the Wicomico river, returning from the West Indies. She says she recently wrote him by Robert Barraud Taylor, who was to post it in the Western Shore mail. She says Grace D. Taylor Eyre just had a boy who is doing well, and that Comfort Winder is also pregnant.

Letter from Andrew D. Campbell to Elizabeth Upshur Teackle, written from Bothwell, sharing news of his recent activities and enquiring about her family. He talks about fellow alums from Columbia University.

Letter from Andrew D. Campbell to Elizabeth Upshur Teackle, detailing how he wishes to hear from her family more often. He warns her not to be absorbed by household duties and alludes that he might have business in Virginia soon.

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 husband, Littleton D. Teackle, sent via the Cambridge Packet. She thanks him for the packages and bundle she received from him. She mentions Mr. Walston has yet to bring her the articles. She speaks of missing Littleton and gives him an update on their daughter, Elizabeth Ann Upshur Teackle.

Letter from Elizabeth Upshur Teackle to her Husband Littleton Dennis Teackle. She expresses her love for his calm mind in the face of business adversity and wishes for prosperous times ahead for them. She asks him to thank William Gilmor for his invitation to town, but to let him know she cannot attend.

Letter from Andrew D. Campbell to Elizabeth Upshur Teackle. He recounts receiving his first letter from her 10 years ago, and conveys his regret that some of his letters and boxes that he sent have been lost in transport. He also talks of the death of William Eyre.

Letter from Elizabeth Upshur Teackle, to her husband, Littleton D. Teackle. She discusses their acquaintances Molly and Kendall. She thanks him for sending her money. She asks for him to send cotton fabric for their enslaved people and some food.

Letter from Elizabeth Upshur Teackle, to her husband, Littleton D. Teackle. She asks him to come home to help with the partition design for their enslaved people's rooms.

Letter from Littleton Dennis Teackle to John Upshur. He discusses Upshur's future visit and the possibility of selling land to him.