1865 Letter, exact date unknown, from R. Felker to Mr. Heyward giving him a list of cotton weights and an update on the search for Mr. Heyward's lost hogs. 2p.
Letter to James Heyward in Charleston from his aunt at "Old Fort' in Beaufort. His aunt writes of an upcoming wedding and ordination and hopes James will "keep his promise." 4p.
Nathaniel Heyward writes to his grandson James B. Heyward with instructions about a presenting a draft for money from a Boston Merchant to pay for his schooling. He is glad to hear that James is engaged in his studies but cautions that he wants him to return to home a learned gentleman and not a "book worm." He comments on the character of James' and his brother Nat's acquaintances and that Nat is doing well at "the office" in Beaufort. 3p.
Letter to James B. Heyward in Cambridge, Mass., from his aunt, Mrs. Smith, in "Old Fort", Beaufort. His aunt refers to a campus "rebellion" that James survived and relates news from family and friends. 4p.
Letter from an unknown sender in Charleston to James B. Heyward in Cambridge, Mass. The letter writer informs James of the news of family and friends including many well-known Charleston families. She also mentions a devastating fire that recently occurred that burned through parts of Meeting, East Bay, Market, Pinckney, Hasell and Guignard streets writing "it is really gloomy to ride in that part of the Town now for the last winter's fire meets this one just at the Market." 4p.
Letter from William Manigault Heyward at "Pine Land" to his mother, Henrietta Heyward. William thanks his mother for the "box of Hermitage" and asks her to tell his father, Nathaniel, that he is preparing a letter about the saw mills and plantations along the Combahee that he is apparently overseeing. 3p.
Letter from Alice Izard Heyward to her mother-in-law Henrietta telling her she is sending some flannel via "Capt. Morgan" and is looking forward to a trip to the "Elms." 2p.
Letter from James B. Heyward at Combahee to his wife Maria Heyward. James has traveled back down to his Combahee plantation from Columbia with the hope of being able to check on the condition of his Fife Plantation near Savannah, if the news of the enemy is favorable. He apparently enjoys being back on his own plantation writing "it is delightful here." 3p. December 6, 1864.
Letter from James B. Heyward to Frank Myers informing him that he most likely will rent his property again but wants time to look for another place "where I may have greater hopes of health and profit." 2p. September 18, 1864.
