The power system stability issues concerning the integration of wind turbine gen-erators have been under research for quite a long time now. This study focuses on thesmall signal stability analysis of Doubly Fed Induction Generator (DFIG) and DirectDrive Synchronous Generator (DDSG) integrated power system. For this purpose,one synchronous generator in the IEEE 14 bus test system is rst replaced by a DFIG,and then by a DDSG while the wind penetration is varied between 24-40%. PSAT, amatlab based power system analysis toolbox is used to perform small signal stabilityanalysis, where eigenvalues give the insight of system oscillations and damping. Inorder to improve the damping of the Wind Turbine Generator (WTG) integratedsystem, Power System Stabilizers (PSS) are designed for synchronous generators.Lastly, a small disturbance is created to see the impact on both the DFIG and DDSGintegrated system with and without the PSSs. The key observations include the capa-bility of WTGs to increase system stability under certain conditions, DDSG providingbetter damping for a certain range of penetration, and DFIG providing stability fora larger range of wind penetration. The ndings were veried using time domainanalysis in PSAT, where the frequency response of the synchronous generators areobserved.