This paper presents results of an experimental study of commonly used angle bracket and hold-down connections in Cross Laminated Timber (CLT) wall systems under bi-directional loading. Monotonic and cyclic tests of the connections were carried out in one direction, while different levels of constant force were simultaneously applied in a perpendicular direction. The experiment aims to consider the combined and coupling effect of loads for connections in a rocking CLT shear wall system. Key mechanical characteristics of those connections were calculated, evaluated and discussed. The results show that shear and tension actions for hold-downs are quite independent but strongly coupled for angle brackets. The study gives a better understanding of hysteretic behaviour of CLT connections, and provides reliable data for future numerical analysis of CLT structures.