The article intends to give a comprehensive understanding of the colonial urbanisation as a cultural process in colonial Odisha centred at Cuttack city as manifest in the evolving public sphere and in the process contribute to the historical studies on colonialism in one of the neglected regions of South Asia and also from such a neglected perspective in South Asian history. While trying to assess the ‘problematic objectively’, it adopts the theoretical perspectives associated with ‘new cultural history’. Against this backdrop, the article tries to look at the issues of class, community and nationalism and the attendant politics during the ‘decisive phase’ of late nineteenth and early twentieth century of colonial Odisha by trying to explore the emergence of Cuttack as a city, a colonial urban space. As the capital city of Odisha, Cuttack is seen as the site around which ‘evolved and revolved the modern regional cultural tradition of Odisha’ and more crucially so, the ‘citizenry’ including its middle class, constituted the ‘microcosm of Colonial Odisha’. The article examines the issues by negotiating with the growth of the middle class, shaping up of the concept of ‘public space’ and the structuring of ‘public’ as a ‘discursive entity’ along with the crystallisation of cultural politics underlying competing hegemonies and identities.