This essay looks at Arthur Machen's underexplored experimental masterpiece The Hill of Dreams (1897/1907), his personal novel rooted in the Decadent nineties. Its daringness does not just lie in the subject matter but also in the manner its stylistic techniques evoke. The present investigation is interested in Machen's multifarious use of the image of the maze/labyrinth – or Welsh caerdroia – an apt symbol for the presentation of London. Machen's labyrinth is a motif, a metaphor for the thought process, and a metafictional device. In the story of Lucian Taylor, the troubled self-destructive litterateur, the labyrinthine characterises not only setting, terrain, self-movement, mind, and textual tissue, but also the way these components, or modalities, come together. Aside from showcasing the various ways the labyrinth materialises in The Hill of Dreams, the essay argues that Machen's achievement consists of a discursive meta-labyrinth that cuts across, or combines, the different spheres of consciousness, terrain, and textuality. The concepts of pattern recognition, liminal thresholds, and ‘infolding’ are employed in support of the claims made.