Of the uses of globally distributed hypertext and hypermedia technologies in education, it might be said that we live in the best of times and the worst of times. Over approximately two decades, we have seen hypermedia technologies (i.e., hyperlinks between nodes of digitally encoded information such as text, images, video, simulations, animations, and so on) advance from obscure military and basic research projects on specialized computers to form the basis of a globally distributed networked hypermedia environment known as the World Wide Web. In addition, commonly available and inexpensive multimedia handheld devices, laptop, and desktop computers allow students and teachers to connect to this global hypermedia environment using wired and, increasingly, wireless networks, thus providing countless opportunities for access to educational hypermedia and information resources. On the negative side, however, a critical look at principled research into learning with hypermedia, in contrast to information dissemination and access, has been decidedly mixed. Many earlier hypermedia systems were criticized for focusing on the technology rather than cognitive and learning issues and for being atheoretical (Dillon and Gabbard 1998; Jacobson 1994; Tergan 1997). Of course, there has been research documenting factors associated with educationally effective hypermedia systems (including new adaptive hypermedia approaches), but there continues to be theoretical and methodological criticisms of much of the hypertext and hypermedia literature (Azevedo 2005; Shapiro and Niederhauser 2003). Given that research on the design of powerful and educationally effective hypermedia systems appears to have reached an impressionistic vista, how might work in this area advance? A central goal of this Special Issue of ETR&D is to illustrate how recent theoretical and research perspectives from the learning sciences and educational technology can provide a foundation upon which powerful and effective hypertext and hypermedia systems for learning may be designed, researched, and used to address significant learning challenges