Westport
Westport (now a part of Kansas City, Missouri) had already established its place in history by the time Union and Confederate forces clashed there in 1864. John Calvin McCoy, known as the "Father of Kansas City", had laid out the town, and pioneers traveling along the Oregon, California and Santa Fe Trails all passed through it on their way West. Westport gradually replaced nearby Independence as the "jumping-off point" for the Westward trails, contributing to the growth of the town.
During the Civil War, nearby Kansas City (known then as the Town of Kansas) served as headquarters for the Federal "District of the Border" and was garrisoned by a sizable contingent of Union troops. While its own municipal star was beginning to fade in favor of its northern neighbor, Westport was still of some importance in the region. As it turned out, however, the decision to fight here would be the result of a chain of events that had little to do with any strategic importance attached to the town itself.
Read more about this topic: Battle Of Westport