Monitoring the athletes’ progression toward possible health issues and related poor performance is essential for the planning of training load and recovery. Recovery-stress balance and psychological states have been examined in cyclists participating in the 2012 Girobio competition. The importance of concurrently assessing various recovery and stress factors is presented in M. Kellmann’s view of the interrelation between stress states and recovery demands. In addition to recovery-stress scales and mood states, psychobiosocial states of cyclists were also assessed during the Girobio. The research supports the feasibility and utility of monitoring recovery-stress balance and psychobiosocial states of road cyclists. The performance-recovery process in sport needs to be viewed as a unit typified by a balanced and cyclical relationship between the recruitment, utilisation, and recovery of athletes’ resources for successful and consistent performance. Additional strategies to enhance performance and deal with exertion, fatigue, pain, and boredom can be used during the race.