This chapter aims to increase our understanding of intra-European lifestyle migrants’ engagements in civil society and serious outdoor leisure in the context of local communities in northern Sweden’s inland. The studied village offers exceptional opportunities for dogsledding on a renown dogsledding trail. Drawing on qualitative Foresight approaches the focus is on locals’, lifestyle migrants’ and municipal officials’ desired local socio-economic futures (e.g. in ten years). This provides insights into individuals different accounts of local ‘community’ through civil society such as dogsledding clubs. These insights are then connected with more general issues such as the notion of community itself, and municipal planning for the right-sizing of green spaces and infrastructure in sparsely populated areas challenged by demographic shrinkage. Conclusions indicate values and challenges of adapting fixed assets such as roads and trails to local and incoming populations’ specific needs and wishes.