Truthlikeness in historiography would allow us to be optimistic fallible realists about historiography – to hold that historical knowledge is about the past, true albeit fallible, and can increase over time. In this paper, three desiderata for a concept of truthlikeness in historiography will be outlined. One of the main challenges for truthlikeness is historiographic skepticism which holds that historiography is indistinguishable from fiction and cannot therefore furnish us with true knowledge about the past. Such skepticism rests on the postmodern challenge, which will be criticized on the grounds that it rests on an implausible theory of meaning. It will be shown that Peirce’s semeiotic and pragmatist theory of truth, interpreted dialogically or game-theoretically, provides a suitable framework within which to pursue the project of defining a concept of truthlikeness for historiography. Finally, directions for possible future research into truthlikeness in historiography, including ways of defining a measure of truthlikeness, will be considered.