The present paper deals with the issue of prisoners and their life in the Princely State of Tripura. With the advent of British power in India, the princely state had indirect relations with British power. Due to the contact with colonial power, the indigenous or native rule in India became modified and codification of law and orders, also regulations were introduced in the line of British pattern. It was under the Ministry of Umkanta Babu of Tripura State, for the first time recognized the jails after the British pattern. The primitive systems of jails and prisons confinement were revised accordance with the new light of reformation, and in India especially in the princely rules modified. However, in this content the main aim is to find out the condition of the prisoners in the jails and under the jail custody during the rule of Princely power in Tripura State, over all. To prepare this article primary and secondary sources like administration report are used and it lay in the State archives and library also. We find from this discussion that prisons and their life under the princely rule of Tripura was better than comparison to the other States in British India.