The Tower of London’s first recorded prisoner did not remain its prisoner for long.
In 1100, Ranulf Flambard, Bishop of Durham and one of the most powerful administrators of the dead king William II, was confined in the Tower after Henry I seized the English crown. By Candlemas 1101, Flambard was gone. A medieval chronicler described a plan built not around breaking locks or overpowering guards, but around the unusual privileges of an elite prisoner: friends, a well-supplied table, wine—and a cord smuggled into the White Tower.
Flambard lowered himself from a window, reached accomplices outside and escaped across the Channel to Normandy.
The breakout would have been notable even if it ended there. Historic Royal Palaces identifies Flambard as both the first recorded prisoner of the Tower and its first recorded escapee. But his freedom mattered beyond the fortress. Once in Normandy, he joined Robert Curthose, Duke of Normandy and elder brother of Henry I, and helped encourage Robert’s attempt to take the English throne.
This was not merely the Tower’s earliest escape story. It fed directly into a struggle for a kingdom.
Why Henry I put him in the Tower
Flambard’s fall was tied to the sudden change of regime in 1100.
Under William II, known as William Rufus, Flambard had risen from relatively modest origins into the center of royal government. Medieval chroniclers associated him with the king’s aggressive raising of money and exploitation of vacant church offices. He became Bishop of Durham in 1099 while remaining closely identified with Rufus’s administration.
That reputation needs care. Chroniclers were often openly hostile to William II’s government, and historian R. W. Southern later warned against turning Flambard too neatly into the single mastermind behind every unpopular fiscal development of the reign. What is secure is that he was prominent, powerful and politically exposed when William died.
Henry, William’s younger brother, moved quickly to claim the throne. The Anglo-Saxon Chronicle says that soon afterward Henry had Flambard taken and confined in the Tower of London.
The imprisonment also served a political purpose. Henry was presenting himself as a corrective to the abuses associated with his brother’s government, and Flambard was one of the most conspicuous surviving figures from that regime.
Yet his captivity was not the kind later imagination associates with a dungeon.
A prisoner with a table, friends and keepers
The detailed escape story comes from the twelfth-century chronicler Orderic Vitalis.
Orderic says Henry allowed Flambard two shillings a day for his food. With additional help from friends, the bishop maintained a generous table and ate with his keepers. That arrangement is important because it explains how the escape could work.
Flambard’s greatest vulnerability as a prisoner was also his greatest advantage: he was not isolated.
He could receive support. Food and drink could reach him. His keepers joined him at table. The prison regime depended partly on supervision and trust rather than on sealing him away from every outside contact.
Historic Royal Palaces notes more broadly that wealthy and influential prisoners at the Tower could sometimes be held in relative comfort. Flambard’s case belongs to the earliest phase of that history, when the White Tower was a royal fortress and residence rather than a purpose-built prison complex.
The escape plan turned those privileges into weaknesses.
Material evidence
Tools of Escape
The objects used in an escape reveal how a plan worked under constraint.
- 01Decisive escape aid
Cord / rope
The physical means of descent from the White Tower window, smuggled in with wine according to Orderic Vitalis.
- 02Created the escape window
Wine and banquet
The meal and drink exploited Flambard’s relatively privileged confinement and left the keepers unable to stop the descent.

The rope hidden with the wine
According to Orderic, a cord was brought to Flambard in a vessel of wine.
Later retellings disagree about the container. Modern Tower interpretation describes a rope smuggled in a gallon of wine; other versions use a flagon, cask or wine-stoup. The exact vessel is less important than the mechanism preserved by the medieval account: an ordinary supply entering an unusually comfortable captivity concealed the one object Flambard needed to get down the wall.
Then came the second half of the plan.
Flambard arranged a plentiful meal. His keepers drank with him. Orderic says they became so intoxicated that they fell into a deep sleep.
No lock had to be picked. No guard had to be fought.
The guards were still inside the Tower. They were simply no longer capable of stopping him.
Out the White Tower window
Flambard fastened the cord to part of the window structure and began to lower himself from the White Tower. This is where the surviving account becomes more colorful—and where the evidence should be handled more carefully.
Orderic says the bishop grabbed his pastoral staff before descending. He supposedly forgot gloves, badly abraded his hands on the rough cord, discovered that the rope did not reach the ground and fell the remaining distance, landing bruised and groaning.
Those details may preserve real memory. They also come to us through one highly narrative chronicler and are not necessary to establish how the escape worked.
The secure core is simpler:
a rope was smuggled in, the keepers were incapacitated by drink, and Flambard descended from a White Tower window.
That core is strong enough without treating every dramatic flourish as equally certain.
Friends were waiting outside
Getting out of the building was only the first stage of freedom.
Orderic says Flambard’s supporters were waiting outside with swift horses. The bishop was carried away from the immediate danger, reached a ship and crossed the Channel.
The Anglo-Saxon Chronicle confirms the larger movement: Flambard escaped from the Tower and went to Normandy. Florence of Worcester likewise records that he escaped, crossed the sea and went to Robert Curthose.
The outside network is what transformed a dangerous descent into a successful escape.
Without horses, transport and a planned destination, a prominent bishop fleeing the king would have been difficult to hide. With them, he could move beyond Henry’s immediate reach and turn his personal freedom into a political problem.
When did the escape happen?
The broad date is secure: early February 1101.
The Anglo-Saxon Chronicle places the escape at Candlemas, the feast celebrated on 2 February. That is the strongest reason to use 2 February as the structured date for the case.
But absolute precision should not be overstated. Later editorial traditions have supplied nearby dates, and Durham Cathedral’s current account gives 3 February 1101.
Candlemas 1101 is the best-supported formulation; 2 February is well supported but not beyond dispute. The disagreement does not affect the escape mechanism or its aftermath.
Selected chronology
Selected chronology
Flambard confined in the Tower
Soon after Henry I’s accession, Ranulf Flambard was arrested and confined in the Tower of London. Medieval and later sources vary on the exact day.
Escape from the White Tower
The Anglo-Saxon Chronicle dates Flambard’s night escape to Candlemas. Orderic Vitalis supplies the detailed rope-and-wine account.
Flambard reaches Normandy
After crossing the sea, Flambard joined Robert Curthose and became an active supporter of Robert’s challenge to Henry I.
Robert Curthose invades England
Robert landed in England to challenge Henry. Contemporary chronicles explicitly connect Flambard with encouraging the expedition.
From fugitive bishop to political operator
Flambard did not disappear into private exile.
In Normandy he joined Robert Curthose, Duke of Normandy. Robert was the eldest surviving son of William the Conqueror and had his own claim against Henry’s possession of England.
Both the Anglo-Saxon Chronicle and Florence of Worcester connect Flambard directly with encouraging Robert to act. The Chronicle goes especially far, saying that it was chiefly at Flambard’s suggestion that Robert was incited to invade England.
Robert landed in England in the summer of 1101. The crisis ended not in a great battle but in negotiation between the brothers. Henry kept the English crown, while Robert returned to Normandy under the terms of a settlement.
Flambard’s escape had therefore achieved much more than physical freedom. Within months, the man Henry had confined as a dangerous survivor of the previous regime was helping his rival organize a challenge from across the Channel.
Evidence discipline
What the record supports
Status labels distinguish secure conclusions from uncertainty and rejected claims. Color is never the only signal.
DOCUMENTED
Ranulf Flambard escaped from the Tower of London in 1101 and reached Normandy.
The Anglo-Saxon Chronicle and Florence of Worcester independently record the escape, the crossing to Normandy and Flambard’s subsequent support for Robert Curthose.
Sources: SRC-001, SRC-003WELL-SUPPORTED
The escape used a cord or rope smuggled in with wine after Flambard’s keepers drank heavily.
Orderic Vitalis gives the detailed mechanism, and Historic Royal Palaces preserves the same core account in its official Tower history. Later retellings vary on the exact type and size of the wine vessel, so only the generic mechanism is secure.
Sources: SRC-002, SRC-004LATER CLAIM
Flambard carried his pastoral staff, forgot his gloves, tore his hands and fell because the rope was too short.
These memorable details occur in Orderic Vitalis’s narrative but are not required by, or independently established at the same specificity in, the shorter contemporary chronicle notices. They should be attributed to Orderic rather than presented as uncontested fact.
Sources: SRC-002DISPUTED
The escape can be dated with absolute certainty to 2 February 1101.
The Anglo-Saxon Chronicle places the escape at Candlemas, conventionally 2 February. Later editorial and institutional traditions give nearby dates, including 3 February. Candlemas or early February 1101 is the strongest public formulation; 2 February remains a WELL-SUPPORTED structured date rather than a DOCUMENTED one.
Sources: SRC-001, SRC-002, SRC-008The Tower’s “first escape” deserves one qualification
It is common to call Flambard the first prisoner and first escapee of the Tower of London. That description is useful, and Historic Royal Palaces uses it.
It should still be understood as a statement about the recorded history of the Tower. Medieval documentation is incomplete, and “first” claims from the eleventh and twelfth centuries can rarely prove that no unrecorded confinement occurred before them.
The careful formulation is therefore:
Ranulf Flambard is the Tower of London’s first recorded prisoner and first recorded escapee.
That is remarkable enough.
Why the escape worked
Flambard did not defeat the White Tower’s masonry. He defeated the conditions of his confinement.
His status gave him access to comforts that a lower-status prisoner might never have received. Those comforts created a supply channel. The supply channel carried the rope. His dining arrangements put the keepers within reach of the wine. Friends outside converted a descent from the fortress into rapid movement toward the coast.
The plan worked because every advantage of privileged imprisonment was turned against the prison. And its consequences explain why the story belongs on its own page.
The Tower of London would hold many famous prisoners over the centuries. Some would escape through bribery, disguise, deception or outside assistance. Flambard’s breakout stands at the beginning of that history: a bishop, a banquet, a hidden rope and an escape that quickly became part of an international struggle over the English crown.
