A hotel in accordance with a particular embodiment of the present technology includes a first lodging unit at a first interior region of a first building, a second lodging unit at a second interior region of a second building, and a third lodging unit at a third interior region of a third building. The first, second, and third interior regions can be purpose-built for respective uses independently selected from a group consisting of retail uses, office uses, restaurant uses, industrial uses, warehouse uses, storage uses, garage uses, and combinations thereof. In the first, second, and third lodging units, the first, second, and third interior regions can be at least substantially reversibly retrofitted for lodging use. The first, second, and third buildings are dispersed among miscellaneous other buildings within an urban area.