Classroom Web sites have the potential to support and enhance student learning by targeting 21st century skills, such as collaboration among teachers, students, parents, and other teachers, media literacy, and interpersonal and self-directional skills, as well as thinking and problem-solving skills. Web 2.0 tools such as blogs, vokis, and podcasts enhance teacher Web sites to prepare students for the future. By making learning a social event, teachers help to keep students engaged with course material. In addition, teachers are supporting 21st century skills through the posting of student work so that classmates may comment on and refine one another's products. In this paper, the authors report on their study of classroom Web sites to determine whether they specifically support 21st century skills. Preliminary findings suggest that classroom Web sites are not meeting the needs of the 21st century student. Additional findings highlight that most classroom teachers are self-taught in terms of Web-site development. Based on their findings, the authors developed recommendations for educators who want to produce a classroom Web site aligned with the standards for learning in the 21st century. (Contains 1 table and 16 online resources.)