Flatheaded borers (FHB; Chrysobothris spp.), are woodboring-beetles that lay their eggs in the bark and cambium of deciduous trees in North America. Females often target stressed host-plants for oviposition. The reason why is unknown; however, stressed plants often suffer various induced phytochemical changes that may enhance larval infestation success depending on the stressor such as induced upregulation of defenses, reallocation of nutrients, and changes to volatile organic compound (VOC) emissions. To understand attraction of FHB to specific stress-induced changes, we analyzed phytochemical changes associated with stress treatments and attractiveness maple trees to FHB. Trees were stressed by: (1) chemical stress (pelargonic acid herbicide), (2) physical stress (physically removing leaves), and (3) physical stress (removing portions of bark near the root crown). After reflush of defoliated trees, bark tissues where FHB larvae feed were analyzed for nutritional changes (carbon and nitrogen), anti-nutritive changes (polyphenols and tannins) and emissions of foliar VOCs. At the end of the growing season, trees were assessed for FHB larval presence and oviposition attempts. There were more larvae and oviposition attempts on trees stressed by herbicide application. Compared to other treatments, herbicide-stressed trees had greater nitrogen and total polyphenol concentrations. Greater nitrogen may play a role in the fitness of feeding larvae, and the greater polyphenol concentration may stimulate female oviposition in the herbicide stressed trees. Females may be able to locate the herbicide-stressed trees by using volatile cues such as increases in limonene, α-farnesene, (E)-4,8-dimethyl-1,3,7-nonatriene (DMNT) and hexenyl acetate.