A walk in the Carboniferous-and-Permian woods of the Late Paleozoic, a time known as the Late Paleozoic Ice Age (LPIA), would not be a walk in the woods comparable to today’s Holocene forests. The vegetation that colonized and inhabited the landscapes during glacial∗ and interglacial episodes are non-analogs with the world we witness around us. Unlike continents covered in seed-bearing forests, the systematic affinities of the largest trees, and many shrubs, groundcover, vines (lianas), and epiphytes lie with the spore-producing ferns and fern allies. These ferns and fern allies, including the club mosses (lycopsids) and horsetails (sphenopsids), dominated both organic-rich (peat) and mineral-substrate soils from the Mississippian until the latest Pennsylvanian. Even the gymnosperm groups, which commonly grew in mineral-rich soils, are unfamiliar and subdominant components of these landscapes.The extinct pteridosperms and cordaitaleans, and the extant ginkgoalean, cycad, and conifer clades, ultimately diversify and occupy better drained soil conditions that developed in response to global climate change from icehouse∗ to hothouse conditions. Beginning in the latest Pennsylvanian and increasing their dominance in the Permian, seed-producing clades expanded their biogeographic ranges, displacing the former fern and fern-ally giants. This change in diversity occurs during a unique interval in the history of Earth’s biosphere. The LPIA is the only time, other than the Neogene, since the evolution and colonization of terrestrial plants, when the planet experienced prolonged icehouse and greenhouse conditions. Extensive tropical peat swamps, similar in physical properties to current analogs in Southeast Asia, accumulated in coastal plain lowlands. These forests extended over thousands of square kilometers during periods when global sea level was low in response to the development of extensive Gondwanan glaciation at the southern pole. When these ice sheets melted and sea-level rose, the tropical coastal lowlands were inundated with marine waters and covered by nearshore to offshore ocean sediments. The waxing and waning of glacial ice was influenced by short- and long-term changes in global climate that were, in turn, controlled by extraterrestrial orbital factors. As the LPIA came to a close, a new forested landscape appeared, more familiar but, still, distant.