"Red" Hugh O'Donnell (Irish: Aodh Rua Ó Domhnaill) (1572 – 10 September 1602) was Prince of Tyrconnell, who led a rebellion against English government in Ireland from 1593 and helped to lead the Nine Years War, a revolt against English occupation, from 1595 to 1603.
Aodh Rua Ó Domhnaill was born to the King of Tir Connaill, Aodh mac Maghnusa Ó Domhnaill, and his second wife, the Ineen Dubh, in 1572. At the age of 15 years he was kidnapped by Sir John Perrot in an attempt to prevent an alliance between the O'Donnell and O'Neill clans, and imprisoned in Dublin Castle in 1587. He escaped briefly in 1591 but was recaptured within days. He finally managed to escape in January 1592 with the assistance of his ally Hugh O'Neill, who arranged for his escape from Dublin into the Wicklow Mountains in the height of winter. He successfully reached the stronghold of Fiach MacHugh O'Byrne (another of O'Neill's allies) at Glenmalure, where he found refuge, but his companion and fellow escapee Art O'Neill died of exposure in the mountains. O'Donnell himself lost both his big toes due to frostbite. Hugh O'Donnell and his two companions, the brothers Art and Henry O'Neill, are the only prisoners to ever successfully escape captivity in Dublin Castle.
Declaring open rebellion against the English the following year, O'Donnell's forces captured Connacht from Sligo to Leitrim by 1595. In this year, Hugh O'Neill, Earl of Tyrone, abandoned negotiation with the English and in 1596 the combined forces of O'Donnell and O'Neill defeated an English army under Sir Henry Bagenal at the Battle of Clontibret.
Their greatest victory came two years later however at Battle of the Yellow Ford on the Blackwater River near the southern border of Tyrone in August 1598. At this battle, the Irish annihilated an English force marching to relieve Armagh and they seemed on the verge of expelling the English from Ireland altogether. O'Neill then went south to secure the allegiance of Irish lords in Munster, while O'Donnell raided Connacht, driving out the small English settlement there.
However, in the next two years, O'Donnell and O'Neill were hard pressed with the deployment of thousands more English troops in the country. O'Donnell repulsed an English expedition towards western Ulster at the battle of Curlew Pass in 1599, but his and O'Neill's position was increasingly defensive. Even worse for O'Donnell than English offensives was the defection of his kinsman {cousin and Brother-in-law}, Niall Garve O'Donnell to the English side, in return for their backing his own claim the O'Donnell chieftainship. Niall Garve's support allowed the English to land a sea-borne force at Derry in the heart of O'Donnell's territory.
They recognised that their only chance of winning the war outright was with the aid of a Spanish invasion. The Spanish finally landed at Kinsale - at virtually the opposite end of Ireland from the Ulster rebels in September 1601. O'Donnell Led his army in a hard march during the winter of 1601, often covering over 40 miles a day, to join O'Neill and the Spanish General Juan del Aquila at Kinsale arriving in early December 1601.
En route, true to his family arms and Constantinian motto In Hoc Signo Vinces and in anticipation of the battle to come at Kinsale, he visited and venerated a relic of the True Cross (Holy rood) on the Feast of St. Andrew, on November 30, 1601 at Holy Cross Abbey, which was a rallying point the defence of religious freedom and for Irish sovereignty. From there he sent an expedition to Ardfert in County Kerry, to win a quick victory and successfully recover the territory of his ally, Fitzmaurice, Lord of Kerry, who had lost it and his 9-year old son, to Sir Charles Wilmot. He left some of his O'Donnell kinsmen behind in Ardfert to guard the Barony of Clanmaurice.
During the Battle of Kinsale on 5/6 January 1602 the combined forces of Del Aquila, O'Neill and O'Donnell were defeated by Sir Charles Blount, Lord Mountjoy.
While based in Corunna, he plotted a return to Ireland and travelled to Valladolid to ask further assistance from Philip III of Spain, who promised him he would organise a new invasion of Ireland. As a year passed and O'Donnell did not receive any news from Philip III of Spain, he left again for Valladolid but he died en route and was buried at Simancas Castle in 1602. With his death Spanish plans to send further assistance to the Irish were abandoned. While it was once commonly held that he had been poisoned - a James Blake from Galway is often named as the assassin who befriended and then poisoned him on behalf of the English - it is now widely believed that he died of a tapeworm.
He was buried in the chapter of the Franciscan monastery in Valladolid. However, the building was demolished in the nineteenth century, and the exact location of the tomb is unknown.
He was succeeded as chief of the Clan O'Donnell by Niall Garbh O'Donnell. Red Hugh's brother, Rory (later Earl of Tyrconnell) succeeded Red Hugh as leader of the Red Hugh O'Donnell faction within the divided dynasty.
He was highly praised in the Irish language writings of the early seventeenth century for his nobility and religious commitment to Roman Catholicism - notably in the Annals of the Four Masters and Beatha Aodh Rua O Domhnaill ("The Life of Red Hugh O'Donnell") by Lughaidh Ó Cléirigh. Although his posthumous reputation has been somewhat overshadowed by that of his ally Hugh O'Neill, his leaderhip and military capabilites were considerable especially considering that he was active at a very young age and only 30 years old at the battle of Kinsale. His personality seems to have been particularly magnetic and contemporary sources are united in their praise of his oratorical ability.
In 1991, a plaque was erected at Simancas Castle in commemoration of Red Hugh O'Donnell.
In 1992, commemorating the 390 anniversary of the arrival of O'Donnell in Galicia, the Grammy-award winning composer of Riverdance, Bill Whelan, brought together the best musicians of Ireland and Galicia and released the symphony "From Kinsale to Corunna".
In September 2002, Eunan O'Donnell, BL, gave the Simancas Castle Address in honour of Red Hugh, during the O'Donnell Clan Gathering to Spain.
'Simancas Castle Address',Adhamhnan O Domhnaill, Journal of Donegal Historical Society, p.94-96
'Niall Garbh O'Donnell - A man more sinned against than sinning', Eunan O'Donnell, BL, Journal of the Donegal Historical Society, 2000 & 2001.