The very first library in Clinton, Missouri, opened in September of 1927. It was created by the Women’s Civic Club and resided in the local courthouse. In 1939, the library moved to the former McClane House which burned down in 1944. This prompted the library to temporarily reside back in the courthouse before moving to the Livingston Building on East Jefferson.

On April 2nd, 1946, the library officially became the Henry County Library. The library then moved to 123 East Franklin in May of 1950 where it stayed for 44 years. The current Henry County Library main facility opened on April 25th, 1994, at 123 East Green. It measures 17,740 square feet and is open an average of 60 hours per week. It is the administrative headquarters of the Henry County Library.

The city of Windsor, Missouri, opened its first library in one room of the Baxter Shoe Store on February 4th, 1937. After several moves, the library relocated to the back room at City Hall in 1955 and was officially named the Lenora Blackmore Library after Mrs. T. A. Blackmore, a longtime supporter and original board member of the library. In 2007, the Lenora Blackmore Library became a branch of the Henry County Library. The current location at 105 West Benton opened on May 29th, 2009. The building measures 4,420 square feet and is open 33 hours per week.