Wood is a highly anisotropic and complex material, which implies that fracturing is a complex process. It is similar with wood composites that are, on one hand, even more complex in their structure -consisting of wood and adhesives -but, on the other hand, are often more homogenous owing to the wooden constituents being mostly small.The mechanical and fracture properties of wood are mainly determined by its extraordinary structure. [1,2] Its density, for example, is low, since wood contains fibers, which are tubular (hollow) cells containing large or small lumina. The lengthy fibers of crystalline cellulose are embedded in an amorphous matrix of lignin and hemicelluloses and, as a whole, wood is a kind of polymeric composite. However, wood is not only a cellular material, but also a laminated composite on a mesoscopic (layers of early and late wood) as well as on a submicroscopic (cell-wall level) scale. There, the multilayer structure, composed of differently fiber reinforced lamina groups, gives stiffness and strength to the cell wall and, thus, to the entire cellular structure. A consequence of the cellular and laminate structure of wood, with fibers embedded in a homogeneous matrix, is the orientation dependence of different mechanical and fracture properties. They are completely different in longitudinal and transversal orientations, and wood may be considered and modeled as an orthotropic material.Another interesting feature of wood is its hierarchical structure, which means that on all scales, ranging from the macroscopic (centimeter to meter) down to the molecular (nanometer) regimes, special structural features are responsible for the special properties of wood. For example, in this context the stiffness, toughness, etc. may be understood and modeled on the basis of micro-and even nanometer scale properties. The fibril angle on the micrometer level and the elementary fibril angle as part of the cell wall (nanometer level) and the underlying molecular arrangements of the chemical constituents in chains are structural elements, which determine the mechanical and fracture properties and their orientation dependence strongly. Besides these ''intrinsic'' wood features, external influences, especially humidity and temperature, also essentially influence the mechanical and fracture properties of wood.In order to characterize the structural and mechanical properties, numerous experimental techniques and modeling approaches have been developed and applied with the aim of understanding the contribution of the smallest hierarchical units to the macroscopic mechanical properties of wood. The anisotropy, complexity and hierarchical structure of wood imply that more sophisticated methods than standard linear-elastic fracture mechanical (LEFM) procedures are needed for its quantitative characterization. Testing and modeling procedures have been developed that are appropriate for characterizing the various structure-function relationships and the influencing parameters. In many models, for example, a strain-softening pr...