- Letter from James B. Heyward in Columbia to Dr. D.W. Ray, trustee for the late owner whose land James had verbally agreed to rent. James is anxious to move his slaves there for safekeeping but is worried the trustee had no knowledge of the agreement between James and the recently departed owner. James also mentions that he must hasten back to the low country "as my property there is in peril from the proximity of the enemy." 2p. December 19, 1864.
- Christmas day letter from James B. Heyward back at Combahee to Maria Heyward in Columbia. In his letter, James is reflecting on the dire situation and the bleakness of their future believing soon "it will all be over and we shall be reduced to a poverty irretrievable." He struggles with what to do with his slaves given the eventual "scarcity of food" and "depreciated currency." He intends to leave the majority at his plantation but expects to bring up to Columbia "John's wife so as to take from him that temptation to running off." He writes that he will also bring "Mary if she will leave her daughter Molly...I don't value Mary so much as to saddle myself with the support of Molly." 10p.
- Letter from Edward Barnwell Heyward to James B. Heyward telling James that he is moving all his father's slaves from Combahee and Pocotaligo to Wateree, SC, for safety. He offers James some land nearby to move his slaves to and "rough it out" a while with him. His plan includes putting all his father's slaves in a camp in the woods "out of the wind, and driving rain, plenty of firewood, and dry ground." 8p.