Letter from Paul Osterhout from John Patterson Osterhout. Paul updated his father on how he was doing in his studies and had nothing out of the usual to tell him. He mentioned letters and money her received from other family members.

Letter from Paul Osterhout to Osterhout family. Paul wrote his family to inform them that he received the coat they sent and to tell them about his job at the train station. He included information about an assault that happened at the station and a lantern he stole to use on the way home.

Letter from Paul Osterhout to John Patterson Osterhout. Paul wrote his father a short letter to provide an update on what had happened locally after his after his father had left. The letter touched upon some of Paul's communications, local church service attendance, and someone he saw recently.

Letter to George W. Wade from George Cuffle regarding a bill for medical treatment for the family. On the first page, Mr. Cuffle states that he is glad to hear that Mr. Wade and family are well and that the bill is enclosed. The bill, written inside, is for $45.00.

Letter from Harry Harris to President William McKinley regarding John Patterson Osterhout running for postmaster in Belton, Texas. He endorsed John's run for office and told President McKinley that the appointment would be favorable.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He informed his wife that he might be able to return home soon, depending on the weather. He sent along other bits of local news and how the ones he was traveling with were faring.

Letter from Paul Osterhout to his grandmother. He wrote to thank his grandmother for a watch she sent him and informer her of the school he and his siblings were currently receiving. He mentioned a murder that happened nearby, although he did not know all the details.

Letter from Sarah to her brother and sister, Junia Roberts and John Patterson Osterhout. Sarah requested that they write soon since it had been a long time between letters. Her letter went over everything that had been happening, including local marriages, gossip, and how Sarah's children were doing.

Letter from Pelatiah Osterhout to cousins and friends discussing their family. He was a distant relative and was contacted by John Paterson Osterhout. He told them about his life and the origin of the Osterhout family. Included is an envelope addressed to "John P. Osterhout."

Letter from Chloe Smith to her uncle, John Patterson Osterhout, discussing the family. She wrote about how she and her mother were coping with the loss of her father. She told him that his son, Paul, had returned home. Included is an envelope addressed to "Mr. J. P. Osterhout."

Letter from Sarah Osterhout to her brother, John Patterson Osterhout, discussing troubles she has been having. She asked if she could buy his share of land and that money was tight for her. John's son, John Jeremiah Osterhout, and Jeremiah's daughter had succumbed to illness and Sarah wanted to know what her brother wanted to do. In the post-script, Sarah mentioned that her brother had begun a lawsuit against her and wished he would wait. Included is an envelope addressed to "Mr. John P. Osterhout."