I noticed your reference to Missouri and wanted to let you know that my great grandfather John A Calderwood did spend some time in Clinton, Henry County, Missouri.
1895 Special Census of Clinton Missouri WARD THREE CALDERWOOD, J. A. - m - age: 51 CALDERWOOD, Mary - f - age: 44 CALDERWOOD, Eva - f - age: 12 CALDERWOOD, Howard - m - age: 11 CALDERWOOD, Grey - m - age: 1 (s/b Guy.
John and his siblings traveled a bit. PA, MO, KS, IL, NE, etc, returning to most places more than once.