Augmentation of existing EHV substations located in hilly terrain and at high altitude require many different considerations as compared to substations located in plain areas and at lower altitude. Owing to high altitude and steep terrain, meticulous engineering and preparations are required, considering the actual available space at the existing substation. Historical fault events too must be considered to enhance reliability and performance of the substation equipment. This paper proposes ways to augment the existing 2 banks of 20MVA, 220/66kV power transformers ($3{ imes}6.67MVA$, single-phase) to $2{ imes}50$/63MVA, 220/66kV power transformers to meet continuously increasing demand of the capital city over the next 20 years. Upgrading and augmentation of existing substations, especially the main transformers and associated equipment, require replacement with minimum or no disturbance to the existing power supply system. Considerations should also be made during engineering and design, the operational flexibilities, maintenance aspects, future expandability and value addition, in terms of reliability and space usage of the existing substation.