sense of belonging can be defined as a highly subjective and dynamic feeling of acceptance, inclusion, and connectedness to a specific contextual entity. Perceiving belongingness to others is positively related to psychological well-being, happiness, or higher self-esteem. The present contribution examined how the sense of belonging to spatial, social, and cultural entities evolves over the migration process of Portuguese first-generation migrants and their second-generation offspring residing in Luxembourg. The current study drew on the qualitative content analysis of ten semi-structured interviews, carried out with ten Portuguese migrant family dyads (one parent and one adult child per dyad). The results affirmed that the sense of belonging showed to be a complex and multi-faceted concept and highly shaped by specific contexts. The initially unfamiliar Luxembourgish context became a familiar setting and even a “home” over time. While the older generation presented noticeable belongingness to Luxembourg as a homeland, their affiliation to the Luxembourgish community and culture remained rather low. Simultaneously, they preserved a high connectedness to the Portuguese culture as well as to fellow Portuguese migrants living in the Grand Duchy. The younger generation expressed a much more pronounced attachment to Luxembourg, since they perceived belongingness to the Luxembourgish spatial, social, and (multi)cultural milieu. In addition to this, a certain affiliation to the Portuguese culture and language could be discerned. Although some factors, which might have contributed to this evolution, could be identified in the present study, one can assume that there are significantly more that have not been addressed yet.