Long Island is way too far off for this legend to be listed as a Haunted Western New York entry.
[That may seem obvious, but I, and many other New Yorkers, know that a lot of people who aren’t from the state split New York into New York City and Not-New-York-City with very little understanding of the geography of a fairly large state. Long Island and Buffalo are pretty much at opposite ends.]
However I do still favor New York ghost stories, especially during a month filled with them.
According to legend the road is not called Mount Misery because of the stories associated with it-it was just not a nice area to live in and extremely hard to farm. However the name is probably not aiding the road in shaking any ghost stories that have been started through the years [have you noticed that a cemetery is much more likely to be haunted than the OB ward of a hospital, even though if we’re honest with ourselves, they both most likely see a fair amount of death?]
However the name came into being, there are suggestions that the area has had a haunted reputation for almost as long as the area has been settled-though it is worth noting that just because the stories claim connection to the 1700s doesn’t necessarily mean that the legend itself dates to the same era. Regardless, the legend claims that there was an asylum built along the road in the 1700s and a female patient was killed [the dates for the hospital are shaky, and increase the potential for the eras to have been added at a much more modern point-some reports place the hospital at a much later 1840]. She eventually became the first ‘woman in white’ ghost seen along the road, and her story may have slowly merged with more modern stories who claim a phantom hitch-hiker in the same region.
The Lady in White is not the only type of ghost claimed to be haunting the road. There are stories of lights, suicides, ghost vehicles, and ghosts that will interfere with vehicles to ‘stop’ accidents (even if the road is already clear). There are echoes and implications of wider regional legends such as the presence of the ghost of a woman murdered and dumped along the road; this is a legend that exists throughout the Long Island region as a whole, as well as potentially linked into wider Mid Atlantic and New England lore.
Regionally, there are some potentially troubling ghosts that are supposed to be haunting the region. Like several other areas settled by Western Europeans (especially the British and Dutch) both Mount Misery and Sweet Hollow Roads have their own black dogs/black shuck style ghosts. Reflecting the dullahan and its American cousin the Headless Horseman, there is a man supposedly wandering the area with a basket of severed heads. Finally, a cop will sometimes pull you over or appear a the scene of minor accidents and break downs. There have been reports that he is missing the back of his head.