Tall timber buildings are prone to serviceability problems (e.g. lateral displacements and wind-induced accelerations). This article investigates the feasibility of timber outrigger system to build up to 20 storeys using linear elastic finite element analysis and relevant European and international standards such as EN 1990, EN 1991-1-1, EN 1991-1-4, EN 1995-1-1 and ISO 10137. The location of up to two outriggers was optimised based on different serviceability criteria. Various outrigger layouts were investigated, and their stiffness demands were discussed. The efficiency of outrigger structures in reducing lateral displacements and wind-induced accelerations is highlighted. A feasibility study considering serviceability requirements was performed using different basic wind velocities, number of storeys and gravity loads. Although the focus of the article is on serviceability requirements, some ultimate limit state considerations (forces and stresses) were briefly discussed. The results demonstrate the feasibility of building up to 16 storeys under medium to high wind velocities.