Letter from Ora Osterhout to her older sister, Gertrude Osterhout, regarding Ora's birthday. She wrote her sister to tell her what had happened on her birthday and some brief local news.

Letter from the Pension Office to John Patterson Osterhout discussing Lewis Summer's request for a war bounty scrip instead of land. The request was view favorably and sent to the Office of the Secretary of the Treasury. Included is an envelope addressed to "John P. Osterhout Esq."

Letter from Junia Roberts Osterhout to her husband, John Patterson Osterhout. She sent news of how she and their children were faring while John was away. She mentioned how she had been sick the last week and that they were anxious for his return.

Letter from Sarah Hartly to John Patterson Osterhout. Sarah began by writing of the affairs of her boarding house and how many guests she had. The letter is primarily composed of miscellaneous information about various family members and she requests that John take a vacation so that he may visit their parents.

Letter from her sister to Junia Roberts Osterhout regarding her life in West Virginia. Her husband received an engineer position from the government in public improvements and was sent to West Virginia. They were residing in a boarding house and she mentioned that there was a young man there who was also from Pennsylvania. She expressed regret that Junia and her husband had not visited last summer and hoped at least John could come see them. She concluded the letter with news concerning their mother. Included is an envelope addressed to "John P. Osterhout."

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout, and family with news from Belton, Texas. He claimed to be lonesome because his wife and two youngest daughters were visiting family in Pennsylvania and their eldest son Paul had moved out. He told her about how the remaining children at home were doing and shared other pieces of news from Belton. The letter ended with him prompting her to write more and to send notice before she starts for home. Included is an envelope addressed to "Mrs. J. P. Osterhout."

A brief letter from John Jeremiah Osterhout to Bud with news from Belton, Texas. He wrote that he had recently gone to a ball. He discussed people who had recently fallen ill and described his family's health. He ended the letter by stating that one of their cows had had a calf and that they were considering selling one of their animals.

A brief letter from B. F. Lee to his friend, Paul Osterhout, regarding the college Paul was attending. Lee requested that Paul send him all the information he could about the college he was attending.

Letter from Elizabeth to her brother, John Patterson Osterhout, regarding a death in the family. She wrote that she was grateful she had children to take care of her after her husband died and that once the estate was settled, there would not be anything she could use to take care of herself with. Included is an envelope addressed to "Mr. John P. Osterhout."