Around 1842, Sherwood’s parents moved the family to Kauffman County, Texas, where his father was a Methodist Minister.

On October 30, 1856, he married Nancy (Nannie) Lavinia McCreary in Rockwall, Texas, which was in Kauffman County at the time.

Serving with him was Peter Stevenson as marshal and George W. Guess, James N. Smith, Edward W. Hunt, William W. Peak, and Dr. Samuel B. Pryor as aldermen.

[4] Records of city government at this time are sparse, and it is unknown whether Sherwood resigned as mayor to join the Civil War or if his term had ended.

He traveled as a circuit rider and preached in North Central and East Texas, including Greenville, Rockwall, Sulphur Springs, Honey Grove, Pilot Point, Wichita Falls, Scyene, Sherman, Pottsboro, Bonham, and Dodd City.