One of Harlan County’s most famous ghost stories that haunts any and all who travel Black Mountain.
The legend of Headless Annie dates back to the 1930s, a tumultuous era in Harlan County when coal mining was not only hazardous but also fraught with violence and conflict. During this time, mining companies hired men to intimidate and attack miners who were advocating for unionization. The story goes that Annie, a young girl, and her mother were brutally murdered in front of Annie’s father—a miner who was leading the charge for better working conditions. After forcing him to watch the heinous act, they killed him as well, leaving their bodies in a gruesome state. Ever since, Annie’s spirit has been seen wandering the winding roads of Black Mountain, either headless or holding her severed head in her hands.
Paranormal Encounters
Many travelers have reported seeing Headless Annie along the foggy, desolate roads of Black Mountain. Witnesses describe her as a woman in white, her form eerily illuminated in the darkness, headless yet somehow aware of those who pass by. Some have even claimed that she chases vehicles, appearing suddenly in their rearview mirrors, or jumping onto their cars before disappearing into the mist. Others recall feeling an overwhelming sense of dread and unease, their vehicles stalling inexplicably, as if in response to her presence. There are countless stories of people disappearing or having unexplainable accidents after seeing her—adding to the chilling lore that surrounds Headless Annie’s tragic past.
Stories about Headless Annie:
Below, you will find a youtube video that outlines the history and story of Headless Annie from Stories of Appalachia:

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