Our main purpose in this chapter is to examine the possibility of stimulating self-regulation of learning (SRL) by means of Information and Communication Technologies (ICTs), more specifically, Web 2.0 technologies. Web 2.0 is commonly associated with applications that facilitate interactive information sharing and collaboration on the World Wide Web. To that end, the authors first present a theoretical description of the topics that are relevant to this chapter: SRL and ICTs. Second, they compare SRL and ICTs characterizing features, establishing functional relation between both sets of variables. Third, they define the Web 2.0 and two tools, Wikideas, and Creativity Connector, which were designed by us according to Web 2.0 technology. Fourth, the authors briefly report a pilot intervention they carried out in order to support SRL, using these two applications to perform some tasks that required competence in “creativity and innovation”. Lastly, after summarizing these ideas, the authors suggest further study topics that may promote interesting lines of research.