Battlefields›Battle of Curlew Pass (1599)
Tudor

Battle of Curlew Pass (1599)

1599
England
Era
Tudor
Battle Type
Pitched Battle
Location
England
Status
Unregistered
The Combatants

Who Fought

Defeated
Sir Conyers Clifford and the English forces
VS
Victor
Hugh Roe O'Donnell and the Irish forces
Forces involved

English: 1,500 infantry and 200 cavalry under Sir Conyers Clifford. Irish: approximately 1,500 men under O'Donnell at Dunavaragh, joined by 400 under Brian Og of West Breifne and the forces of Conor MacDermott; O'Donnell had detached 300 men to Collooney and 600 to Sligo Town beforehand.

Outcome
English forces routed; Sir Conyers Clifford killed; O'Donnell's Irish forces victorious.
The Battle

History & Significance

The Battle of Curlew Pass was fought on 15 August 1599 during the campaign of the Earl of Essex in the Nine Years' War, between an English force under Sir Conyers Clifford and a rebel Irish force led by Hugh Roe O'Donnell. The English were ambushed and routed while marching through a pass in the Curlew Mountains, near the town of Boyle, in the west of Ireland. The English forces suffered heavy casualties. Losses by allied Irish forces were not recorded but were probably minimal.

In April 1599, the 2nd Earl of Essex landed in Ireland with over 17,000 troops and cavalry to put down the rebellion of Hugh O'Neill, and Red Hugh O'Donnell, which had spread from Ulster to all of Ireland. To this end, he supported one of O'Donnell's Irish enemies, Sir Donogh O'Connor (O'Connor Sligo), encouraging him to retake his territories in County Sligo that O'Donnell had occupied.

Sligo Town was an excellent advance base, with Ballyshannon 20 miles to the north-east commanding an important river-ford at the principal western passage into O'Donnell's country in Ulster. English military advisers had long urged the government councils in Dublin and London to capture these strategic points.

O'Connor's brother-in-law, Tibbot na Long Burke (son of Gráinne O'Malley), was appointed joint-commander with an English captain of a force sailing from Galway, and O'Connor was expected to receive them in Sligo. However, O'Donnell quickly besieged O'Connor at Collooney Castle with over 2,000 men in an effort to starve him out, and Lord Essex was put on the back foot.

Essex had no option but to support the besieged O'Connor, one of the few Gaelic chieftains the Crown could rely upon for support. He ordered the experienced Sir Conyers Clifford, who was based in Athlone, to relieve the castle with 1,500 English infantry and 200 cavalry. It was hoped that the operation would also distract the chief rebel, Tyrone, and afford the Crown an opportunity to march into his Ulster territory across its south-eastern border.

O'Donnell left 300 men at Collooney Castle under his cousin, Niall Garbh O'Donnell, and sent another 600 to Sligo Town to prevent the landing of English reinforcements under Tibbot na Long. He then marched to Dunavaragh with 1,500 of his men, where he was joined by the additional forces of Brian Óg, King of West Breifne, who had 400 soldiers stationed at the pass, as well as those of Conor MacDermott. The Irish then carefully prepared an ambush site in the Curlew Mountains, along the English line of march. O'Donnell had trees felled and placed along the road to impede their progress. When he got word of the English passing through Boyle, O'Donnell positioned his men. Musketeers, archers, and javelin men were placed in the woods alongside the road to harass the English soldiers. The main body of Irish infantry, armed with pikes and axes, were placed out of sight behind the ridge of the mountain.

The ground

The ground they fought on

The site of Battle of Curlew Pass (1599) lies on Triassic Rocks (Undifferentiated), bedrock that formed in the Triassic. The rock here is mudstone, siltstone and sandstone.

Buried history

The exchange between the wounded officer Radcliffe and Henry Cosby captures the bitterness of the English collapse in vivid human terms. Shot in the face and in the leg and being held upright by two of his own officers, Radcliffe urged Cosby to lead a charge to steady the line. When Cosby's half-hearted attempt turned back into retreat, Radcliffe told him: 'I see, Cosby, that I must leave thee to thy baseness, but will tell thee ere I go that it were better to die in the hands of thy countrymen than at my return to perish by my sword.' It is a remarkable rebuke delivered by a mortally wounded man, and it fixes the moment at which English resistance in the pass finally gave way.

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Protected heritage nearby

Scheduled Monuments near Battle of Curlew Pass (1599)

Medieval settlement, including site of chapel and part of the open field system, immediately north east of Alkmonton Old Hall Farm
Medieval settlement, including site of chapel and part of the open field system, immediately north east of Alkmonton Old Hall Farm
Scheduled monument · ~1.2 mi

Medieval settlement is a scheduled ancient monument located in Derbyshire, comprising the site of a chapel and elements of the open field system situated immediately north-east of Alkmonton Old Hall Farm. The site preserves evidence of medieval agricultural organisation and settlement activity ty…

John Poyser / CC BY-SA 2.0 / Wikimedia Commons
Moated preceptory, chapel and fishpond at Stydd Hall
Moated preceptory, chapel and fishpond at Stydd Hall
Scheduled monument · ~2.6 mi

Moated preceptory, chapel and fishpond at Stydd Hall is a medieval complex located in Derbyshire. The site comprises the remains of a Knights Templar preceptory, a significant religious and military order property, with evidence of a moated enclosure, a chapel structure, and an associated fishpon…

Jonathan Clitheroe / CC BY-SA 2.0 / Wikimedia Commons
Standing cross in the churchyard of St Peter's Church
Standing cross in the churchyard of St Peter's Church
Scheduled monument · ~2.9 mi

Standing cross in the churchyard of St Peter's Church is a medieval stone cross that survives in the churchyard at Ashford-in-the-Water, Derbyshire. The monument dates to the medieval period, though the precise century of its construction remains uncertain without detailed archaeological analysis…

Bikeboy / CC BY-SA 2.0 / Wikimedia Commons
Wyaston hlaew
Wyaston hlaew
Scheduled monument · ~3.8 mi

Wyaston hlaew is a Bronze Age burial mound located in Derbyshire, England. The monument consists of an earthen barrow typical of funerary practice during the Bronze Age period, when such tumuli served as burial places for individuals of status within their communities. The site's name, incorporat…

Michael Patterson / CC BY-SA 2.0 / Wikimedia Commons
Hoon Mount platformed bowl barrow
Hoon Mount platformed bowl barrow
Scheduled monument · ~3.9 mi

Hoon Mount platformed bowl barrow is a Bronze Age funerary monument located in Derbyshire, England. The barrow takes the form of a bowl-shaped mound constructed upon an artificial platform, a distinctive architectural feature characteristic of certain Derbyshire Bronze Age burial sites. The monum…

Richard Webb / CC BY-SA 2.0 / Wikimedia Commons
Shrunken medieval village and moated site at Thurvaston
Shrunken medieval village and moated site at Thurvaston
Scheduled monument · ~3.9 mi

Thurvaston is a deserted medieval village and moated site located in Derbyshire. The site preserves earthwork evidence of settlement activity dating to the medieval period, with the moat representing a significant structural feature characteristic of high-status occupation. The village shows sign…

Rob Howl / CC BY-SA 2.0 / Wikimedia Commons
Cubley Hall moated site
Scheduled monument · ~1.6 miles
Medieval settlement, including open field system, immediately west of Bentley Fields Farm
Scheduled monument · ~1.7 miles
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