Considered in isolation, the radiocarbon (14C) dates on short-lived plant remains from the Jean-Baptiste Lainé (formerly Mantle) site, Ontario, yield an ambiguous result: more or less similar probability around AD 1500 or alternatively around AD 1600. This village site, likely of no more than ca. 20–30 years total duration, illustrates the challenges of high-resolution dating across periods with a reversal/plateau in the 14C calibration curve. Another problem we identify is the tendency for dating probability for short-duration sites to sometimes be overly compressed as dating intensity increases under analysis with OxCal, and for probability to shift away from the real age range especially during reversal/plateau episodes. To address both issues additional constraints are necessary. While a tree-ring sequenced 14C “wiggle-match” is the best option where available, we investigate how, in the absence of such an option, use of the in-built age in wood-charcoal samples can be used to distinguish the likely correct date range. This approach can resolve ambiguities in dating, e.g., for shorter-duration Late Woodland village sites in northeastern North America, but also other short-duration cases corresponding with reversal/plateau episodes on the 14C calibration curve. We place the Jean-Baptiste Lainé site most likely in a range between ca. AD 1595–1626 (95.4% probability).