A survey was conducted in 2012 across 13 counties in the eastern Arkansas–Mississippi Delta area on 489 randomly selected road sites to assess the distribution of the most commonly occurring arable weeds. Among the 36 species recorded, Palmer amaranth, johnsongrass, large crabgrass, barnyardgrass, prickly sida, and broadleaf signalgrass were the top six weed species, occurring at 313, 294, 261, 238, 176, and 136 sites, respectively. Barnyardgrass, johnsongrass, and Palmer amaranth were present at 34, 32, and 31% of all sampling occasions (site by roadside topographical characteristic). Habitat preferences varied between weed species. Palmer amaranth, large crabgrass, and johnsongrass exhibited a preference for disturbed habitats as well as field shoulders. Conversely, barnyardgrass, yellow nutsedge, hemp sesbania, and giant ragweed exhibit a preference for moist environments similar to these found in roadside ditches. Herbicide use on roadsides is subject to many environmental regulations and public concerns that, in combination with the evolution of herbicide resistance, necessitate an effective plan for managing agronomically important weed species on eastern Arkansas–Mississippi Delta roadsides.