This paper presents the measurement and prediction of received signal level and path loss through vegetation. Results were estimated under free space, single tree, and vegetation conditions which revealed that the presence of isolated trees along a radio path can affect signal propagation leading to reduction in signal strength (attenuation). The attenuation was found to be dependent on many factors and parameters of the trees e.g. Geometry of measurement, (either trunk or canopy path), state of trees foliation, frequency, canopy thickness among others. In the measured data, high loss values were recorded at canopy geometry which is due to high presence of interacting and attenuating elements at the canopy. Also, high variation in Received signal strength (RSS) was noted at canopy geometry. However, the trend shows variation from path to path. The main factor is the density of tree parameters along the chosen path. Depending on the density of tree parameters along the chosen path, the depth dependence may be extremely slow as seen in the measure data. With this evidence, for radio communication inside woodlands or forests, localizing the two nodes inside the vegetation will certainly give overall best performance in terms of signal impairment. The propagation mechanism in each case are the same at the antenna geometries used following the trend of signal decay. Different transmit antenna inclination angles were used and this has not shown any significant contribution to the excess loss. However, antenna height with respect to the trees canopy showed significant contribution to the excess loss. This information will be useful to network planning engineers in link budget estimation.