Materials related to Milo Kendall's life, including his career, involvement in civic matters in Bureau County, personal finances, writings and speeches, and various other personal items. A supporter of the Mexican-American War, Kendall's 1846 speeches to the Town of Princeton reflect his point of view that the war was important for land expansion. Kendall's early writings date back to his education, and include his opinions on various matters, including the Constitution, temperance, slavery and women's place in the home. Later writings, which could possibly also be speeches, detail Kendall's support of George B. McClellan for President of the United States in 1864, and reflect his strong dislike for Abraham Lincoln and Lincoln's policies regarding the Civil War and slavery. There is some poetry and story writing as well.

A prominent lawyer and well-respected citizen of the Town of Princeton, Kendall was very involved in local and civic issues, serving as both Mayor and President of the town. He was also a member of the Early Settlers Association and the Board of Education, a director of the Citizen's National Bank, a notary, and served as an election official numerous times in Bureau County.

The few images found with the collection include a copy of a photo of Milo Kendall with his daughter Helen (Nell) Kendall Winter, and grandson Milo Winter, and a photo of a Princeton-based musical group.