Wood structural elements are more vulnerable to blast loading due to the inherent brittle nature and low density of the material, as demonstrated by recent significant research efforts on the behaviour of timber elements subjected to the effect of blast loading. These studies showed that wood performs poorly under blast loading. A way of improving this performance is to provide additional ductility or energy absorption capabilities to wooden elements. Recently, there was interest in investigating and developing energy-absorbing connections (EAC) to improve timber assemblies’ ductility and energy absorption capabilities. Although some research effort has been made to investigate the use of EACs to enhance the ductility of reinforced concrete or structural steel members, only limited work is available on this topic about timber elements. The current study aims to systematically investigate the use of various shapes of EACs to be used to enhance the post-peak performance of timber assemblies. Preliminary finite element analysis led to selecting nine steel EACs with varying geometries for further experimental investigation. A total of eighteen specimens were tested statically. In comparison, a total of eighteen specimens were tested dynamically in the shock tube facility of the University of Ottawa to simulate the effects of far-field blast explosions. The experimental results showed that decreasing the leg length or increasing the thickness of EACs manufactured with steel angles and reducing the diameter of EACs manufactured with circular HSS caused an increase in yield load and elastic stiffness while reducing the densification displacement. Connections with angles and a centre weld, and connections with 90-degree arcs from circular HSS, were identified as unsuitable for the application of EACs. The experimental program also showed that EACs manufactured from angles offer a well-defined plateau able to absorb a large quantity of energy, making them particularly suitable for blast mitigation. EACs manufactured from multiple circular HSS were shown to achieve multiple load-displacement plateaus and present an interesting option for systems with multiple failure modes occurring at different levels. SDOF analysis and FEA were conducted to predict the experimental behaviour with some success. The importance of the weld type was also highlighted from both the analytical and experimental results. A methodology for developing idealized load-displacement curves from experimental results of EACs was also proposed and evaluated.