The formation of a desired nanostructure with concomitant patterns and functions is of utmost importance in the field of surface molecular engineering and nanotechnology. We here present a flexible host−guest assembly, which steers the formation of linear molecular nanostructures on surfaces by a hydrogen-bond-mediated assembly process. A linear monodendron molecular template with periodic hydrogen-bond binding sites is shown to accommodate a variety of molecules with pyridylethynyl terminals. The unit cell parameters in the transverse direction of the linear pattern can be tuned from 3.4 to 7.3 nm in response to the packing of the guest molecules with different sizes, shapes, and aggregation number. The introduction of hydrogen-bonding partners into the host template and into guest molecules is responsible for the steering of the linear pattern of guest molecules. The modular approach could greatly facilitate the ordering of guest molecules with desired functional moieties.