The objective of our study was to investigate the acculturation experiences of Syrian refugee families in two contexts (Toronto, Canada, and Munich, Germany) 2 years postresettlement. Specifically, using qualitative methodologies, we examined acculturation orientation through the lens of parent and child minority and majority language use and preferences within multiple contexts. The interview data related to parent and child minority and majority language practices in Canada suggested an integration orientation. Those of families living in Germany were less indicative of a clear orientation; contextual factors restricted parents’ participation in the majority culture, while the youngest of their children tended toward assimilation. Our study revealed similarities and differences in the acculturation experiences of Syrian refugees in Canada and Germany and unveiled specific factors that influenced acculturation orientation in each country.