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.
-
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.