Imagine a picture-perfect October afternoon—white steeples set against a crisp blue sky, apples to be picked, pumpkins to be carved, colonial headstones moldering beneath a gaudy display of fall foliage…
Only in New England is the essence of autumn so vividly arrayed, no more so than the Berkshires of western Massachusetts. The pastoral region was revered among literary luminaries of the 19th century—it’s rumored that Melville first envisioned his white whale in the wintry outline of Mount Greylock—but it’s also a wellspring of inspiration for local storytellers. The Berkshire hills are laced with legends and more than their fair share of ghost stories, so I got out of town to explore this mysterious region and hopefully encounter a few ghosts, just in time for Halloween.
My first stop was the Bellows Pipe Trail on Mount Greylock, known to be haunted by a ghost called the “Old Coot.” This unfortunate soul went by the name of William Saunders in life and earned his living as a farmer before being called away to fight for the Union in 1861. His wife Belle assumed the worst when the letters stopped coming after receiving word that her husband had been injured in battle. But Bill Saunders had survived, only to return home and find Belle remarried. He retreated to a ramshackle cabin on Mount Greylock, where he lived out the rest of his days as a hermit, occasionally working on nearby farms. One day, a group of hunters entered his shack and came across his lifeless body. They were the first to describe a sighting of the Old Coot’s spirit fleeing up the mountain, but he’s haunted the trail ever since.
On the outskirts of Brattleboro, rumors about one eccentric local are still raising eyebrows more than fifty years after her death. Madame Sherri was a well-known costume designer in jazz-age New York City whose designs were featured in some of the most successful theatrical productions of the day. After her husband died of “general paralysis due to insanity,” Madame Sherri retreated to an elaborate summer home in the Berkshires, where she was known to throw lavish and unsavory parties for her well-heeled guests, often gallivanting about town in nothing but a fur coat. Gradually, her fortune was depleted and the dwelling was abandoned in 1946. Late in life, she became a ward of the state and died penniless in a home for the aged. Her “castle” burned to the ground on October 18, 1962, but its dramatic granite staircase remains to this day. Sounds of revelry have been heard emanating from the ruins of the old estate, where the apparition of an extravagantly dressed woman has often been spotted ascending the staircase.
If Madame Sherri’s Forest and the Old Coot’s trail don’t give you goosebumps, this next one might. To get there, you have to go down—way down—into the Hoosic River Valley to the bedrock of the Hoosac Mountains in North Adams, MA. Turn off on an unnamed dirt road, park at the train tracks, take a short hike, and you’ll come face to face with one of the most haunted places in New England. How far would you be willing to venture into the “Bloody Pit?”
In 1819, a route was proposed to transfer goods from Boston to the west, and the Hoosac Range was quickly identified as the project’s biggest obstacle. Construction began in 1855 on the 5-mile Hoosac Tunnel, but the dig was plagued with problems from the beginning. When steam-driven boring machines, hand drills, and gunpowder proved too slow, builders turned to new, untried methods, namely nitroglycerine, an extremely powerful and unstable explosive. The tunnel claimed close to 200 human lives over the course of its 20-year construction, earning the nickname “The Bloody Pit.” The work was merciless, but precise—when the two ends met in the middle, the alignment was off by only one half inch.
On March 20, 1865, Ned Brinkman and Kelly Nash were buried alive when a foreman named Ringo Kelly accidentally set off a blast of dynamite. Fearing retaliation, Ringo disappeared, but one year later, he was found strangled at the site of the accident, two miles into the tunnel. No one witnessed the crime, but most men agreed—the ghosts of Ned and Kelly had slaked their revenge.
The most costly accident in the tunnel’s history occurred the following year on October 17th, halfway through the digging of a 1,000-foot vertical aperture called the Central Shaft which was designed to relieve the buildup of exhaust in the tunnel. Thirteen men were working 538 feet deep when a naphtha lamp ignited the hoist building above them, sending flaming debris and sharpened drill bits raining down. The explosion destroyed the shaft’s pumping system and the pit soon started filling up with water. When workers recovered the bodies several months later, they discovered that several of the men had survived long enough to construct a raft in a desperate attempt to escape the rising waters. The accident halted construction for the better part of a year.
When work resumed, laborers reported hearing a man’s voice cry out in agony, and many walked off the job, claiming the tunnel was cursed. Through the 19th century, local newspapers reported headless blue apparitions, ghostly workmen that left no footprints in the snow, and disappearing hunters in and around the Bloody Pit. As recently as 1974, a man who set out to walk the length of the tunnel was never heard from again.
In spite of these tales, I found myself standing at the entrance to the West Portal, where a single bat sprung out of the darkness, setting the tone for what would prove to be a rather unsettling experience. The tunnel is undeniably creepy, lined with old crumbling bricks, half flooded with gray water, and coated with almost two centuries of soot and grime. It didn’t help that I was visiting on October 17th, the anniversary of its grisliest accident…
Sure enough, the moment I stepped across the threshold, my camera started taking pictures by itself. (Granted, it’s been having issues lately, but the timing and severity was uncanny.) The whole time I was in the tunnel, I was unable to gain control of the shutter, and had to resort to setting up a shot and waiting for the “unseen forces” to take each picture. It beats me why a ghost would choose to fiddle with my camera rather than, say, making the walls bleed, but the entire encounter left this skeptic scratching his head. Were these the spirits of the Hoosac Tunnel?
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Back at the campsite, with the fire extinguished, I settled in for a fitful sleep on the hard ground, unable to shake that uneasy feeling. That night, the falling leaves outside the tent sounded just like footsteps. When the wind blew, the whole forest sounded like a crowd of ghosts walking. It was exactly the kind of night I had hoped to pass in the Berkshire hills, a chance to experience the other side of the season, beyond the spiced cider and the pumpkin lattes, far older than the covered bridges that cross the languid Hoosic River, that ancient date that marks the beginning of the dark half of the year, when the boundary between the living and the dead is at its thinnest point.