The increasing development of autonomous vehicles (AVs) influences the future of transportation. Beyond the potential benefits in terms of safety, efficiency, and comfort, also potential risks of novel driving technologies need to be addressed. In this article, we explore risk perceptions toward connected and autonomous driving in comparison to conventional driving. In order to gain a deeper understanding of individual risk perceptions, we adopted a two‐step empirical procedure. First, focus groups (N=17) were carried out to identify relevant risk factors for autonomous and connected driving. Further, a questionnaire was developed, which was answered by 516 German participants. In the questionnaire, three driving technologies (connected, autonomous, conventional) were evaluated via semantic differential (rating scale to identify connotative meaning of technologies). Second, participants rated perceived risk levels (for data, traffic environment, vehicle, and passenger) and perceived benefits and barriers of connected/autonomous driving. Since previous experience with automated functions of driver assistance systems can have an impact on the evaluation, three experience groups have been formed. The effect of experience on benefits and barrier perceptions was also analyzed. Risk perceptions were significantly smaller for conventional driving compared to connected/autonomous driving. With increasing experience, risk perception decreases for novel driving technologies with one exception: the perceived risk in handling data is not influenced by experience. The findings contribute to an understanding of risk perception in autonomous driving, which helps to foster a successful implementation of AVs on the market and to develop public information strategies.