Disa woodii grows its biggest leaves at the stem base, like a stem-clasping rosette, as well as evenly spaced, smaller and reducing stem leaves higher up. The smaller stem leaves sometimes adhere full length to the stem, before reaching the inflorescence where they grade into floral bracts. The leaves are strap-shaped, tapering to acutely pointed tips. The blades are somewhat fleshy and often reddish purple along the upper margins or near the tips.
A sterile shoot bearing only three or four leaves is sometimes seen next to the flower stem (Manning, 2009; Pooley, 1998; Van Wyk and Malan, 1997; iNaturalist; https://orchidspecies.com/disawoodii.htm).