Since its discovery in the last century, quantum entanglement has challenged some of our most cherished classical views, such as locality and reality. Today, the second quantum revolution is in full swing and promises to revolutionize areas such as computation, communication, metrology, and imaging. Here, we review conceptual and experimental advances in complex entangled systems involving many multilevel quantum particles. We provide an overview of the latest technological developments in the generation and manipulation of high-dimensionally entangled photonic systems encoded in various discrete degrees of freedom such as path, transverse spatial modes or time/frequency bins. This overview should help to transfer various physical principles for the generation and manipulation from one to another degree of freedom and thus inspire new technical developments. We also show how purely academic questions and curiosity led to new technological applications. Here fundamental research provides the necessary knowledge for coming technologies such as a prospective quantum internet or the quantum teleportation of all information stored in a quantum system. Finally, we discuss some important problems in the area of high-dimensional entanglement and give a brief outlook on possible future developments.