Quantifying and Monitoring of drilling performance are becoming exceedingly important in the case of Down the Hole drilling. Various economic, environmental and safety constraints are driving the drilling process to become more efficient. To make a robust system that would enable the performance/condition monitoring of the drilling, we must understand how different properties like different line pressure etc. respond to various drilling conditions and what information can they provide regarding the Drilling Performance. A comparison of different properties like spectral properties, of the vibration signals and Pressure signals under known conditions would enable better understanding of the drilling system and the physics behind the process. A comparison is made between the Spectral properties of the vibrational signals obtained from remote locations on the drill rig and pressure signals that provide the feed and holdback forces to the drill string and a correlation between their characteristics and patterns under good and bad drilling conditions have been made. A simplified model of the system is simulated and results are compared with the patterns obtained from analyzing the Vibration signals.