The overexploitation and decline of groundfish populations throughout the 1980s and 1990s resulted in a regime shift on Georges Bank and southern New England, which was characterized by subsequent exponential increases in the observed biomass of Winter Skate Leucoraja ocellata in the region. Recent work suggested that the rate of the Winter Skate biomass increase cannot be fully explained by internal population dynamics of a population without immigration from other regions and/or populations and that adult‐mediated population connectivity (AMPC) with neighboring regions is required to fully explain biomass trends. Despite this, no evidence of long‐distance dispersal has been observed for Winter Skate, with individuals assumed to display high endemicity to specific regions of the continental shelf. Annual movements of 58 Winter Skate captured off coastal New York were examined using passive acoustic telemetry, revealing seasonal long‐distance dispersal capabilities exceeding 1,000 km. In total, 88,783 unique acoustic detections were observed. Telemetered individuals had an average time at liberty of 199.73 d and collectively traveled 17,576.9 km. Individuals tended to migrate south during summer/fall and north during winter/spring. Movement rates of individuals averaged 9.88 km/d (95% confidence interval = 9.25–10.92 km/d) but ranged from 0.13 to 41.38 km/d. An additional 51 recaptured Winter Skate from a total of 3,416 marked with Floy tags suggested greater offshore movement than was observed in acoustically tagged individuals. Our results illustrate that the Winter Skate is a highly mobile species that moves extensively throughout its large geographic range, consistent with its observed ability to rapidly invade neighboring habitat via AMPC. This study has important implications for our understanding of the role of Winter Skate in northwest Atlantic communities and for management strategies therein.