The condition of heritage and historic timber constructions depends on how they are exploited. Numerous environmental factors degrade the physical and mechanical properties of timber and hence, affect the load-bearing capacity of constructions. As a result, frequent evaluations of their technical condition become necessary. Currently, modern technologies allow for extensive diagnostics of timber constructions using non-destructive and semi-destructive methods; yet, in contrast to classical laboratory tests, there is insufficient knowledge of the impact of individual factors on the results of such studies. This article presents an assessment of the influence of the moisture content of timber elements on the results of ultrasonic stress wave, sclerometric, and resistance drilling tests. Additionally, computed tomography scans were performed on selected samples to demonstrate the destruction mechanism occurring during the semi-destructive tests. The research involved three types of wood: pine, spruce, and fir of different moisture contents. The results reveal a strong relation between the moisture of timber and all the tests conducted in terms of both hygroscopic and capillary moisture.