Macau, a former Portuguese enclave on the southeastern coast of mainland China, is where the first early modern, and the first foreign-language newspaper published in China (《蜜蜂華報》 A Abelha da China, 1822–1823) appeared. Today, Macau is home to 17 daily newspapers published in the Chinese, Portuguese and English languages, catering to these different language groups’ demand for news and information. Due to the city's geographical, economic, social and cultural status and contexts, Macau’s affairs are of interest to both the local community, the city’s significant migrant communities, and to an overseas audience. This mix of social, cultural, geographical and economic contexts, allied to a pervasive and expanding digital media market and usage, both justifies and requires the presence of a sophisticated English-language news outlet based in the territory, connecting Macau to and servicing both internal and external audiences. However, the increased centrality and popularity of digital media as a means of establishing and maintaining communication networks means that such a news service would need to diversify and expand its operations from traditional media platforms, and to integrate the World Wide Web, social, mobile platforms, and other forms and applications of digital media. Globally many prominent media and news companies are integrating digital media facilities and applications into their workplace regimes and operations, in order to maintain their relevance to or attract a new generation of news consumers. For a print media operation, a frequently updated website with multimedia content and interactive features has become a necessity, in that every major organization has these features (which means that others must follow suit); moreover the demographics that newspapers are targeting are more likely to expect and utilize digital facilities. Launching other media byproducts such as reading Apps, audio and video podcasts is also becoming increasingly popular. Following the trend, leading newspaper groups in China have been in attempts to reform and restructure their media outlets by incorporating online and mobile forms into their operations. In fact, in order to optimize the results of digitalization, a prominent media group in Shanghai (Shanghai United Media Group) has successfully turned one of its newspapers (Oriental Morning Post) into an auxiliary product while relocating all whose journalists to build an elite news website (ThePaper) and App (Xia, 2014). In contrast, many of Macau's local news outlets still lack a well-designed online version: they are often badly designed, awkward or difficult to navigate through, and offer little online features. The city’s first English-language daily newspaper, the Macau Post Daily (《澳門郵報》, 2004-present), even lacks a presence on the Internet to date. In response, this study will undertake two main research tasks: firstly, it will address the question of what are the essential elements in producing a functioning, accessible, usable and up to date website for an urban newspaper; and secondly it will focus on, and describe and analyze, the website of a leading English newspaper in the territory, the Macau Daily Times (《澳門每日時報》) as a case study. The aims are to demonstrate how this operation is being undertaken in Macau, and how it might be improved upon. Keywords: digitalization, newspaper website, news website, website evaluation