By the way, only forty percent of the shoes or boots issued during the entire Civil War were pegged. Pegs didn’t meet military specs and bootees made with pegs were purchased from the contractors for about seventy cents a pair less ($1.95 versus $1.25) than sewed boots or bootees. Civil War shoes are pretty hard to tell apart. Once they have been stomped through the mud a few times your eye can’t tell where they came from. That’s when your feet will tell you that you are wearing Fugawee’s Civil War shoes.Most Civil War bootees were issued in smooth leather (right) but rough out (left) seems to have taken over among re-enactors. The Monticello was patterned after the shoes shown on a Gettysburg statue of Civil War Confederate soldiers around a mounted Gen. Robert E. Lee. About forty percent of all boots and brogans purchased by the US Army during the Civil War were constructed with the less expensive pegging process. Civil War shoes. Common soldier wore rough side out and polished the nap down. The smooth side out makes a good Garrison boot.