In recent years, inorganic-matrix reinforcement systems, such as fiber-reinforced cementitious matrix (FRCM), composite-reinforced mortars (CRM), and steel-reinforced grout (SRG), have been increasingly used to retrofit and strengthen existing masonry and concrete structures. Despite their good short-term properties, limited information is available on their long-term behavior. In this paper, the long-term bond behavior of some FRCM, CRM, and SRG systems bonded to masonry substrates is investigated. Namely, the results of single-lap direct shear tests of FRCM-, CRM-, and SRG-masonry joints subjected to wet-dry cycles are provided and discussed. First, FRCM composites comprising carbon, polyparaphenylene benzobisoxazole (PBO), and alkali-resistant (AR) glass textiles embedded within cement-based matrices, are considered. Then, CRM and SRG systems made of an AR glass composite grid embedded with natural hydraulic lime (NHL) and of unidirectional steel cords embedded within the same lime matrix, respectively, are studied. For each type of composite, six specimens are exposed to 50 wet–dry cycles prior to testing. The results are compared with those of nominally equal unconditioned specimens previously tested by the authors. This comparison shows a shifting of the failure mode for some composites from debonding at the matrix–fiber interface to debonding at the matrix-substrate interface. Furthermore, the average peak stress of all systems decreases except for the carbon FRCM and the CRM, for which it remains unaltered or increases.