The shift of traditional mass-producing industries towards mass customisation practices is nowadays evident. However, if not implemented properly, mass customisation can lead to disturbances in material flow and severe reduction in productivity. Moreover, manufacturing enterprises often face the challenge of manufacturing highly customized products in small lot sizes. One solution to adapt to the ever-changing demands, which increases resource flexibility, lies in the digitization of the manufacturing systems. Furthermore, the distributed manufacturing environment and the ever-increasing product variety and complexity result in reduced time-to market, ubiquitous data access and sharing and adaptability and responsiveness to changes. These requirements can be achieved through smart manufacturing tools and especially Wireless Sensor Networks (WSN). Thus, the aim of this position paper is to summarize the design and development of solutions based on cutting-edge technologies such as Cloud Computing, Artificial Intelligence (AI), Internet of Things (IoT), Simulation, 5G, and so on. Concretely, the first part discusses the development of a Cloud-based production planning and control system for discrete manufacturing environments. The proposed approach takes into consideration capacity constraints, lot sizing and priority control in a “bucket-less” manufacturing environment. Then, an open and interoperable Internet of Things platform is discussed, which is enhanced by innovative tools and methods that transform them into Cyber-Physical Systems (CPS), supporting smart customized shopping, through gathering customers’ requirements, adaptive production, and logistics of vending machines replenishment and Internet of Things and Wireless Sensor Networks for Smart Manufacturing. To that end, all the proposed methodologies are validated using data derived from Computer Numerical Control (CNC) machine building industry, from European Metal-cutting and mold-making SMEs, from white goods industry and SMEs that produces solar panels.