Gilmor's Cavalry Company spent the next three months scouting, serving as couriers and harassing enemy camps and trains.

While en route to his family home, Glen Ellen Plantation, Gilmor was taken prisoner by Union Forces.

Gilmor would spend six months as a prisoner-of-war, but was back with Confederate Forces as part of a prisoner exchange in early 1863, and served as aide-de-camp for General J.E.B.

Occasionally, Gilmor's Battalion fought alongside other units such as McNeill's Rangers, and the 1st Maryland Cavalry, CSA.

They conducted mainly guerrilla-type operations against Union wagon trains, railroads, telegraph lines, depots, bridges and encampments.