This study presents the dynamic identification of cross-laminated timber (CLT) residential buildings and the corresponding finite element model calibration of connection stiffness in CLT buildings. A total of 7 CLT buildings, ranging from 9-storeys to 13-storeys, were instrumented with accelerometers and their dynamic properties (natural frequencies, mode shapes, and damping ratios) were identified. For CLT buildings the resistance to lateral loads is concentrated at the connections (screws, angles, brackets, etc.); thus, understanding the stiffness properties of these connections is important. Therefore, the two modeling approaches for connection stiffness in multi-storey cross-laminated timber buildings were studied: the discrete connector approach and the distributed stiffness approach. Connection stiffness properties in the two models were then calibrated against the identified dynamic properties from ambient vibrations, and a close match to experimental results was achieved. Based on this study the recommended values for connection stiffness parameters using both modeling approaches were proposed for developing prediction models of multi-storey CLT buildings under serviceability level response.