Quinoline based new Schiff bases were synthesized from 3-Actyl 4-Hydroxy Quinolin-2-(1H)-one and screened their antibacterial and antifungal activity. The Schiff bases 4-hydroxy-3-(1-((4-picolin-2-yl)imino)ethyl)quinolin-2-(1H)-one(L1),4-hydroxy-3-(1-((5-picolin-2-yl)imino)ethyl)quinolin-2(1H)-one(L2),4-hydroxy-3-(1-((6-picolin-2-yl)-imino)ethyl)quinolin-2(1H)-one(L3) and 4-hydroxy-3-(1-((3-nitro-4-picolin-2-yl)imino)ethyl)quinolin-2-(1H)-one (L4) were preparedfrom 3-Acetyl 4-Hydroxy Quinolin-2-One with 2-amino picolines. The structures of Schiff bases were confirmed by Infrared, mass, proton-NMR and 13CNMR spectral analysis. In vitro studies of these Schiff bases were carried out for their antibacterial activity by Agar contact method and antifungal activity by the poison plate method. The bacterial species used were B. subtilis, E. coli, S. typhi, and S. aureus. Fungal species used were F. moneliforme, A.niger, A. flavus, and P. chrysogenum.