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<i>Gymnopus</i> is a widely distributed genus consisting of about 300 species thus far, including <i>Gymnopus fusipes</i> as a generic type. A total of nine species from China belong to the sect. <i>Levipedes</i>, including eight new species—<i>Gymnopus</i> <i>longisterigmaticus</i>, <i>Gymnopus</i> <i>longus</i>, <i>Gymnopus</i> <i>macrosporus</i>, <i>Gymnopus</i> <i>striatus</i>, <i>Gymnopus</i> <i>changbaiensis</i>, <i>Gymnopus</i> <i>tomentosus</i>, <i>Gymnopus</i> <i>tiliicola</i>, and <i>Gymnopus</i> <i>globulosus</i>—which were delimited and proposed based on morphological and molecular evidence; and one new record from Jilin Province, China—<i>Gymnopus erythropus</i>. Detailed descriptions and illustrations are presented, as well as comparisons to similar species. Overall, our results broaden the morphological characterization of the genus. The pileipellis of sect. <i>Levipedes</i> typically takes on the “<i>Dryophila</i> structure”, while, in our findings, pileipellis terminal hyphae inflated to spherical to prolate were observed, in addition to extremely long basidia sterigma. The phylogenies inferred from the ITS and nLSU dataset supported the <i>Gymnopus</i>, which was defined by Oliveira et al. as a monophyletic genus, and the novel species as separate lineages within. A key to all species described in this study is also provided.