A number of previous studies have suggested that mindfulness meditation can enhance cognitive performance. Although both western empirical findings and Buddhist psychological theory have emphasised a role for cognitive flexibility in the development and maintenance of mental health, few studies have specifically focused on flexibility in relation to mindfulness. The present study used a range of objective, behavioural measures to assess cognitive flexibility in 41 individuals before and after a 6-day intensive Vipassana (mindfulness) retreat. Subjective assessments of mindfulness, positive functioning and well-being were also taken. A comparably sized control group of students and government employees was given the same pre-and post-test measures. In contrast to our expectations and to previous reports, there were no significant changes in cognitive performance, over and above practice-related improvements also shown by the control group. Retreat participants did, however, register positive improvements on the subjective measures. We discuss possible limitations with our experimental design and highlight important issues that may assist future studies aiming to assess effects of mindfulness in the cognitive domain.