A series of molybdenum(VI) complexes with aryl-functionalized alkyl dihydrazones was prepared by the reaction of [MoO2(acac)2] and the appropriate dihydrazone in methanol. Their solid-state structures were elucidated via single-crystal X-ray diffraction (SC-XRD) and Fourier-transform infra-red (FTIR) spectroscopy, while the thermal stability of compounds was inspected by combined thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) experiments. The behaviour of complexes in DMSO-d6 solution was explored by nuclear magnetic resonance (NMR). The relevant data show that all complexes are dinuclear, with dihydrazones acting as ditopic hexadentate ligands. The in vitro cytotoxic activity of the prepared molybdenum(VI) complexes was evaluated on THP-1 and HepG2 cell lines, while their antibacterial activity was tested against Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, and Moraxella catarrhalis bacteria. The majority of compounds proved to be non-cytotoxic, while some exhibited superior antibacterial activity in comparison to dihydrazone ligands.