This study investigated the physical and mechanical properties of particleboards made using two types of tannin-based adhesives, wattle and pine, with three hardeners, paraformaldehyde, hexamethylenetetramine (hexamine) and TN (tris(hydroxyl)nitromethane), by measuring the physical (thickness swelling, linear expansion and water absorption) and mechanical properties (bending strength and internal bond strength). The performance of the particleboards made using tannin-based adhesives was influenced by physical conditions such as press time and temperature as well as by chemical conditions, such as the chemical structure of the tannin and the hardener. Wattle tannin-based adhesive being a thermoset, the wattle tannin-based particleboards were more influenced by physical conditions, while the pine tannin-based particleboards were influenced by the chemical structure of the pine tannin nuclei, which include phloroglucinolic A-rings. The reactivity of the hardener toward the tannin was in the order: paraformaldehyde > hexamine > TN for wattle tannin, while for pine tannin the order was hexamine > paraformaldehyde > TN.