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Haunted Eastern Shore: Ghostly Tales

Does Wish Sheppard Haunt the Caroline Jail?

THE ALLEGED CRIME

In July of 1915, Aloysius “Wish” Sheppard was arrested for raping young Mildred Clark of Federalsburg. Later that year, he was convicted and sentenced to death by hanging. Wish Sheppard lived in Federalsburg with his mother and was approximately 19 years old at the time. He confessed to the crime, but later recanted stating he was coerced into confessing – threatened with being released into the hands of an angry mob if he didn’t confess. And the mob was angry.

Originally, the hanging was set to be held inside a barn near the Denton jail and courthouse, with no public witnesses, only a few close to the case. However, the venue was changed to “outdoors” once rumors surfaced about a mob, hungry to watch the rapist hang, intending to burn the barn down the night before the scheduled execution. He was hanged from gallows erected on a slight slope behind the Caroline County Jail in Denton just along the Choptank River.

Hundreds attended the hanging and observed the gory event from the ground, from boats on the river, some even hung from the trees. The event has been memorialized in two commemorative postcards both entitled “The Hanging of Wish Sheppard” – one showing the condemned man on the scaffold and the other showing the scaffold with trap door open and the rope pulled taught with the obvious (though not visible) body at the other end.

HAND PRINT ON THE JAIL CELL WALL

The hanging of Wish Sheppard in 1915 was the first legal execution in Caroline County in nearly one hundred years … and it was the last.

As the tale goes, Wish Sheppard vehemently resisted his final walk to the gallows. Having one hand gripping the cell bars and the other flatly pressed against the cell wall, the guards had to pry his body out of the jail cell to be marched to the gallows. (This resistant behavior has been refuted by eye witnesses – but it makes a good story.) Regardless of how Wish left his cell, a hand print remained on his cell wall. After the execution there were many attempts to cover over the hand print both with paint and with plaster - but it always resurfaced. Over the years prisoners and guards have reported strange occurrences and spooky incidents attributed to Wish Sheppard haunting the Caroline County Jail in Denton.

Retired Sheriff Louis Andrew has been interviewed numerous times regarding the Wish Sheppard haunting of the jail house in Denton. Sheriff Andrew moved into the Sheriff’s living quarters in the Jail when he was ten years old and his father became the Sheriff for Caroline County. In those days the Sheriff and his family lived at the jail and provided for the prisoners. In 1961, Louis Andrews succeeded his father as Sheriff and though he never saw Wish Sheppard or had any direct contact with paranormal occurrences, he can recount dozens of experiences relayed to him by prisoners and guards at the jail.

DISTURBANCES IN THE JAIL - CONTINUE TODAY

Sheriff Andrew has recounted how he tried to paint over the hand print numerous times and it would always eventually resurface through the paint. He even put cement across it once, but the hand print returned. Prisoners would awaken the Sheriff in the early hours of the morning scared to death, saying they saw the ghost of Wish Sheppard or heard footsteps or chains clanking or a shadowy figure walk by. The Sheriff would have to go all around the jail with his flashlight showing the prisoners that no one was there. On one occasion a prisoner claimed the ghost came into his cell and attacked him. The cell door had been locked all evening, and no one else was in the cell. But the prisoner had scratches all over his arms and face. The door to the Wish Sheppard cell would never open easily. The cell wasn’t used.

TORMENT SHIFTS FROM PRISONERS TO STAFF AFTER CELL IS SEALED

The Jail was remodeled in the early 1980s. According to Sheriff Andrew, during the renovations another wall was erected over the one with the hand print and the jammed door to Wish Sheppard’s cell was simply kept in place and the renovations went on around it. The renovations seemed to bring an end to the torment of prisoners by whatever ghostly presence dogged the Jail. But, the torments were redirected to jail staff and guards. Many workers report seeing the figure of a man in the security monitors. When a guard goes to investigate, there’s no one there. Others report that the elevator will operate by itself in the wee hours of the morning, with no one riding on it. A cold chill has been known to fill the rooms. Footsteps are still heard in the halls and lights still go off and on mysteriously. Most who work in the jail are used to it and say to themselves, “It’s just ol’ Wish Sheppard checking things out.”

A RARE PHOTO OF WISH SHEPPARD

A photographer captured a rare photo of Wish Sheppard sitting in a chair prior to an interrogation. The photo was printed on postcards and sold in the public market. Few exist today. The image on the post was scanned from an original postcard courtesy of Sonny Callahan who lives in Denton and is an avid post card collector. We sincerely appreciate Sonny's generosity in allowing us to share an image of his postcard.

 

 

 

 

 

More tales can be found in Haunted Eastern Shore: Ghostly Tales East of the Chesapeake ... be sure to get a copy.

OTHER HAUNTED STORIES ...
Big Lizz | Capt. Leonard Tawes  |  Crisfield Tales   |  Hanging Tree  |  Hope House  | Kitty Knight House  |   Patty Cannon  |  Richardson Maritime Museum   |  Marshall Price -Murder of Sallie Dean  |  Shoal Creek Manor  |  St Paul's Cemetery - Rock Hall   |  Tales From Down Below, Lower Dorchester  |  Two Haunted Tales from Somerset  |  Whitemarsh Cemetery  |  Willson's Chance - Ghost of Annie Belle Carter  |  Wish Sheppard - Caroline Jail

 

 

Haunted Eastern Shore by Mindie Burgoyne

Haunted Eastern Shore
Ghostly Tales from East of the Chesapeake
by Mindie Burgoyne

ISBN: 1596297204
PRICE: $17.99
160 Pages
Published by History Press
Haunted America series

ON SALE NOW!!!
Order Your Copy Today
BECOME A FAN of Haunted Eastern Shore

Book Description:

They walk beside the murky waters of the Chesapeake Bay, linger among the fetid swamps and roam the manor halls. These are the tormented souls who refuse to leave the sites of their demise. From pitiless smugglers to reluctant brides, the ghostly figures of the Eastern Shore are at once terrifying and tragic. Mindie Burgoyne takes readers on a spine-tingling journey as she recounts the grisly events at the Cosden Murder Farm and the infamous legend of Patty Cannon. Tread the foggy lanes of Kent Manor Inn and linger among Revolutionary War dead to discover the otherworldly occupants of Maryland's most haunted shore.

Haunted sites mentioned in the book include:

  • Cecil County - Holly Hall, Old Bohemia, Mitchell House

  • Kent County - Cosden Murder Farm, White House Farm, St. Paul's Cemetery & Bridge, Kitty Knight House

  • Queen Anne's County - Bloomingdale, Kent Manor Inn

  • Caroline County - The Tale of Wish Shepherd, The Murder Sallie Dean, Athol - a Child's Ghost in Henderson, Willson's Chance

  • Talbot County - The Lost City of Dover, Whitemarsh Cemetery, The Wilderness, Tunis Mills Hanging Tree

  • Dorchester County - Shoal Creek Manor, Patty Cannon's Trail of Tears, Suicide Bridge, Green Briar Swamp & Big Lizz, Tales From Down Below

  • Wicomico County - The Ghost Light Road

  • Worcester County - Cellar House, the Snow Hill Inn

  • Somerset County - Ananias Crockett's House, Holland's Island, Vance Miles House.

Tales include narratives given to Salisbury University Folklore students thirty years ago, describing hauntings, ghosts and legends of the Eastern Shore.

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