During the Civil War, sixteen Confederate companies were raised in Drew County. Two, the Confederate Stars and Selma Rifles, joined the 3rd Arkansas Infantry and fought with the Army of Northern Virginia. Three, the Cut-off Guards, Confederate Grays, and Dixie Guards, joined the 9th Arkansas Infantry, called the Parsons Regiment because it held 42 ministers. The Monticello Guards of the 1st Arkansas Infantry and Monticello Cavalry of the 6th Battalion were also raised in Drew County, and all of these fought battles east of the Mississippi River. Several Drew County companies served west of the Mississippi River as well. Company L of Fagan's Cavalry enlisted in Monticello on May 12, 1862. Companies A, B, and E of the 26th Arkansas Infantry joined on June 16, 1862. They were captured at Arkansas Post in January 1863 and, after leaving Union captivity, served the rest of the war with the Army of Tennessee. Drew County men also formed Companies B and C of the 12th Arkansas Cavalry and the Monticello Home Guards in late 1863.