This study analyses a 53,000-word diary of a year engaging with nature through over 200 trips to a semirural landscape. Thematic analysis revealed two themes: the transition from observer to nature connectedness and the ways in which the natural environment was experienced once a connection was made. These themes are discussed in relation to theories that seek to explain the positive effect of nature and nature connectedness. The findings are important as they suggest that repeated engagement with local semirural countryside can lead to a mindful approach and psychological rewards that do not require travel into the wilderness. The work informs further research into outcomes and processes of nature-based interventions, such as trip frequency, duration, and diary keeping.