This paper examines the dynamic behaviour of timber framed buildings under wind and dynamic loads, focusing on the role of connections being experimentally tested. The main aim of this manuscript is to analyze the in-service dynamic behaviour of a semi-rigid moment-resisting dowel-type connection between timber beam and column. For this purpose, two laboratory tests have been performed, the first on a connection and another one on a portal frame. The results are used to validate a numerical model of the simple portal frame, analyzed in OpenSees. The obtained relationships are also discussed and compared with Eurocode rules. The main result is that the joint stiffness is calculated through the Eurocode (EC) formulation underestimates the experimental one. A mutual agreement is obtained between the numerical model, validated from the experimental stiffness value for the connections, and the experimental results on the portal frame.