The aim of this article is to present the problem of purification of 50-year-old weathered wastes (soil) from waste pits—the result of oil drilling. The soil was deeply contaminated with petroleum hydrocarbons—total petroleum hydrocarbon (TPH) level: 85,654–101,842 mg kg dry mass. This work presents results of waste pit material purification with the use of stage technology: initial reclamation, basic bioremediation, and bioaugmentation (inoculation with indigenous microorganisms). The whole process was controlled with the use of gas chromatography/flame ionization detector. This analytical method enables observation of alternation in n-alkanes content during the consecutive stages of purification. According to this method, estimation of oil hydrocarbon biodegradation degree with the use of n-C17/Pr and n-C18/F indicators can be done. The use of biomarker C30-17α(H)21β(H)-hopane to normalize the TPH concentration in laboratory research enabled the creation of the first-order mathematical model of biodegradation. It is possible to recognize the dynamics of the following purification stages due to the calculated first-order biodegradation constants. Decrease in the TPH content (63.8–65.1%) was a result of laboratory tests led in 130 days of basic bioremediation. The next stage of soil purification (130 days) included inoculation with biopreparation based on indigenous microorganisms—TPH decrease in 80.7–81.7%. Laboratory tests results enabled elaboration of purification methods applied in tested waste pits in industrial conditions (in situ). The technology of the G-44 and G-12 waste pits purification from huge petroleum hydrocarbons content, consisting of stage purification process, enables the TPH decrease to the satisfactory level in 3 years.