The widespread recognition of the educational benefits of museums has established them as popular fieldtrip destinations for students in Singapore. However, the pandemic and logistical constraints have led some educators to exclude the use of museums in their teaching of history, thereby failing to capitalize on the affordances that these places can bring to the teaching and learning of history. Fortunately, there remains a group of history educators committed to maximizing the affordances of museums to the teaching and learning of history in their secondary classrooms by switching to digital alternatives. This article investigates the integration of a digitalized museum-based approach using virtual museums (VMs) for the teaching and learning of history in Singapore in the post-Covid educational landscape through a multiple case study method. The in-depth analysis of multiple case studies aims to offer a comprehensive understanding of the multifaceted aspects surrounding the integration of VM as well as the benefits and challenges of using VMs. By prioritizing teachers’ perspectives, the research gathers firsthand evidence on teacher motivations, thought processes as well as perceived outcomes and challenges experienced. To fulfill the research purpose of this paper, that is, to gain a comprehensive understanding of the multifaceted aspects surrounding the integration of VMs, this paper is anchored on three fundamental research questions: (1) How are VMs created and used in history classrooms in Singapore? (2) Why are VMs used in the teaching and learning of history? (3) What are the benefits and challenges of using VMs in the teaching and learning of history? Through these research questions, this paper seeks to draw preliminary conclusions on the relevance and value of digitalized museum-based learning in a post-Covid era.