Legend of Kentucky's Sleepy Hollow

On the eastern edge of the border between Jefferson and Oldham Counties, lies a stretch of curvy- highway that is said to be such a dark and eerie place, even the most adventurous souls dare to travel it alone.

Whether true or just urban legends, Kentucky’s Sleepy Hollow has a few bone-chilling stories attached to the area.

The most questionable story is that of the “black hearse” that is said to appear out of nowhere to follow you as you travel down the road, and will increase speed causing the driver to run off the side of the road and plunge into a thirty-foot ravine.

One of the most haunting stories is that of “Cry-Baby Bridge.

Years ago, at the bottom of the hollow, there was a covered bridge that crossed Harrods Creek and according to legend, that is where mothers would throw their children if they were deformed, born out of wedlock, or incest.

So, as the legend goes, on nights when the moon is full you can stand on the side of the bridge and hear the cries and screams of those tiny, innocent souls.

Another of the lesser known stories of Sleepy Hollow is the tale of “Devil’s Point” which in the 1970’s and early19 80s was rumored to be the area where satanic rituals were held.

Many residents that live in the area have claimed to have heard chanting and screaming coming from nearby.

The area is also rumored to have been populated by bonfires and figures in dark robes.

Some say they have seen lights that fly beside their car or moving through the trees as they travel across the 2-mile stretch.

Others have claimed the pass is a time warp, and have entered the hollow at a certain time and what seemed like just five minutes had passed, discovered that several hours had gone by, after they came out on the other side of the hollow.

Although no one has mentioned seeing a headless horseman, it is said that there have been several sightings of a soldier on horseback up on the ridge.