The African coffee white stem borer (CWSB) Monochamus leuconotus is a destructive pest of Arabica coffee in Africa. Documentation on outbreaks, spatiotemporal development and the relationship with different environmental conditions and coffee production system is limited. To underpin effective control measures, we studied aspects of local and regional pest drivers in Eastern Uganda. At the local scale, we (i) characterized the temporal development of CWSB and explored associations with environmental and shade-related indicators. During two growing seasons and on 84 coffee plots, we recorded CWSB incidence/infestation and microclimate on an altitudinal gradient and different shading systems. The bimodal rainfall, altitude and shade affected CWSB development through their effect on minimum temperature. At the landscape level, we (ii) analyzed the spatial pattern of CWSB. Data on CWSB were collected on 180 plots. Pest incidence showed a spatial arrangement varying by districts. A possible relationship with human movement and the landscape context contributing to pest spread is suggested. CWSB control measures should be synchronized with the bimodal rainfall patterns and an emphasis should be given to identifying and limiting pathways of pest spread from highly infested to new areas.