Aromatic ester derivatives of ferulic acid where the phenolic hydroxyl is free (6a-d) or acetylated (5a-d) were evaluated for their antioxidant and antimicrobial properties. The superoxide radical scavenging capacity of compounds 5d and 6d-e ($IC_{50}$ of 0.19, 0.27 and 0.20 mM, respectively) was found to be twice as active as ${alpha}$-tocopherol ($IC_{50}$ = 0.51 mM). DPPH radical scavenging capacity was moderate and only found in compounds bearing free phenolic hydroxyl groups (6a-e). With regard to antimicrobial properties, compounds 6b and 6c displayed significant activity against Enterococcus faecalis (MICs = $16{mu}g/mL$) and vancomycin-resistant $E.$ faecalis (MIC for 6b, 32 and for 6c, $16{mu}g/mL$). Compound 6c also demonstrated prominent activity against planktonic Staphylococcus aureus with a MIC value of $<8{mu}g/mL$ and it inhibited bacterial biofilm formation by S. aureus with a MBEC value of $<8{mu}g/mL$, which was 64 and 128 times more potent than ofloxacin and vancomycin, respectively.