A nested insulated packaging assembly includes: an outer box including an outer top side wall, an outer bottom side wall, and a plurality of outer lateral side walls; an inner box received in the outer box, the inner box including an inner top side wall, an inner bottom side wall, and a plurality of inner lateral side walls; a first thermal liner contacting a one of the outer lateral side walls of the outer box and a one of the inner lateral side walls of the inner box; and a second thermal liner contacting a second of the outer lateral side walls of the outer box and a second of the inner lateral side walls of the inner box.