Famous for its masterful diction, satire, and metaphor, Qian Zhongshu’s Fortress Besieged is a sharp, humorous, and sarcastic criticism of Chinese intellectuals at the beginning of the Sino-Japanese War. Until recently, scant attention was paid to Qian’s travel writing in this novel. Travel is traditionally considered a process of cultural influence, the discovery of the other and the self or, radically, the beginning of conquest. This essay argues that Qian adopts the plot of travel to display a bleak picture of humanity, filled with pretentiousness, hypocrisy, greed, and manipulation, the existence of which is not impacted by race, gender, class, education, or region. For the novel’s protagonist Fang Hongjian, his habitual low-esteem and pessimism become more explicit after his several trips from Europe to Shanghai, from Shanghai to Hunan, and from Hunan back to Shanghai. His life consists of besieged fortresses one after another. The journey from here to there gives him temporary space and time for breathing, as well as a false and fleeting hope that he will have better chances in the next stop.