In order to provide "intimate" and "dynamic" adaptations under Weiser's vision for ubiquitous computing environments, we propose the utilization of context history together with user modeling and machine learning techniques. Our approach supports proactive adaptations by inducing patterns of user behavior. In addition, we support the requirement for enabling the user to receive an explicit and understandable explanation when a proactive adaptation occurs in order to encourage a trust relationship between the user and the context-aware system. In this article, we describe an experiment to examine the feasibility of our approach for supporting proactive adaptations in the domain of an intelligent office environment. The initial results of our experiment are promising and demonstrate how our system could gradually learn the user's preferences for controling his office environment by making inductions from the context history. Based on these initial findings, we believe that context history has a concrete role to play in supporting proactive adaptation in a ubiquitous computing environment.