Gwynn is appointed first lady registrar of Trinity College Dublin in February 1905. Women had only been admitted to the university the previous year. Despite coming from a family of academics, she had been unable to get a university education herself. She is 39 years old when appointed to her position in the university.
Students describe Gwynn as a pioneer. Her role as women’s registrar is described by one of her charges as “to control our movements to some extent and to protect the college and the students from criticism.”
In 1907, Gwynn is summoned before the Fry Commission on Dublin University to defend the position of women at Trinity. She is supported by the parents of the students. The result is that the commission endorses the principle of women’s admission to the university.
In 1922, the Dublin University Women Graduates’ Association is founded, under Gwynn’s presidency.
Gwynn never marries. As an eldest daughter she is required to assist in the management of her parents’ household and attend to them in their old age. From her mother’s brother, architect Robert Donough O’Brien, she inherits the house he had designed and built at Parteen-a-Lax in County Clare, close to Limerick. It is there that she retires at the end of her working life. Her hobby is tending its beautiful garden which lay next to the River Shannon.
Gwynn dies in County Clare in 1947.
Founded, by subscription, in 1948 in memory of Lucy Gwynn, the Lucy Gwynn Memorial Prize is awarded annually in the Michaelmas term to a Junior Sophister woman student for distinction in her course. The award is made by two women on the university staff nominated by the Board, and one of the female tutors. The value of the prize is €1,207.
Gwynn spends his early childhood in rural County Donegal, which is to shape his later view of Ireland. He attends Brasenose College, Oxford, where, as scholar, in 1884 he is awarded first-class honours in classical moderations and in 1886 literae humaniores. During term holidays he returns to Dublin, where he meets several of the political and literary figures of the day.
After graduating, Gwynn spends ten years from 1886 tutoring as a schoolmaster, for a time in France, which creates a lifelong interest in French culture, as expressed in his Praise of France (1927). By 1896 he has developed an interest in writing, becoming a writer and journalist in London focused on English themes, until he comes into contact with the emerging Irish literary revival, when he serves as secretary of the Irish Literary Society.
This is the beginning of a long and prolific career as a writer covering a wide range of literary genres, from poetry and biographical subjects to general historical works. The eighteenth century is Gwynn’s particular specialism. He writes numerous books on travel and on the topography of his own homeland, as well as on his other interests: wine, eighteenth-century painting and fishing.
Gwynn returns to Ireland in 1904 when he enters politics. In the 1906 Galway Borough by-election he wins a seat for Galway Borough, which he represents as a member of the Irish Parliamentary Party until 1918. During this period, he is active in the Gaelic League and is one of the few Irish MPs to have close links to the Irish literary revival. Along with Joseph Maunsel Hone and George Roberts he founds the Dublin publishing house of Maunsel and Company. He is opposed to the demand for the Irish language to be a compulsory subject for matriculation. He supports the campaign which wins the establishment of a Catholic university when he serves on the Irish University Royal Commission in 1908. During the debate on the third Home Rule Bill, and at the request of his party leader John Redmond, he writes The case for Home Rule (1911) and is in charge of much of the party’s official publicity and its replies to criticism from Sinn Féin.
On the outbreak of World War I in August 1914, Gwynn strongly supports Redmond’s encouragement of Irish nationalists and the Irish National Volunteers to support the Allied and British war effort by enlisting in Irish regiments of the Irish Divisions, especially as a means to ensure the implementation of the suspended Home Rule Act at the end of an expectedly short war. Now over fifty, he enlists in January 1915 with the 7th Leinster Regiment in the 16th (Irish) Division. In July he is commissioned as a captain in the 6th (Service) Battalion, Connaught Rangers and serves with them on the Western Front at Messines, the Somme and elsewhere.
Gwynn is one of five Irish Nationalist MPs who enlist and serve in the army, the others being John L. Esmonde, Willie Redmond, William Redmond and D. D. Sheehan, as well as former MP Tom Kettle. Together with Kettle and William Redmond, he undertakes a recruitment drive for the Irish divisions, co-operating with Kettle on a collection of ballads called Battle Songs for the Irish Brigade (1915). He is made a chevalier of the Legion of Honour in July 1915. In 1916, he is appointed to the Dardanelles Commission.
Recalled to Ireland in late 1917 to participate in the Irish Convention chaired by Sir Horace Plunkett, Gwynn sides with the Redmondite faction of the Irish Party in supporting a compromise with the southern unionists in an attempt to reach consensus on a Home Rule settlement which would avoid partition. On the death of Redmond in March 1918, he takes over as leader of the moderate nationalists in the Convention. He opposes the threat of compulsory military service during the Conscription Crisis of 1918, though as a member of the Irish Recruiting Council he continues to support voluntary recruitment, encountering intense opposition led by Sinn Féin.
Gwynn forms the Irish Centre Party in 1919 and stands unsuccessfully as an Independent Nationalist for Dublin University in the 1918 Irish general election. The party merges with Plunkett’s Irish Dominion League to press for a settlement by consent on the basis of dominion status, but Gwynn subsequently breaks with Plunkett due to his willingness to accept partition as a temporary compromise. The polarities which divide Ireland during the Irish War of Independence and Irish Civil War increasingly sideline his brand of moderate cultural nationalism. Although he supports the newly emergent nation, he equally condemns some of the excesses, such as the burning of houses belonging to Free State senators.
Gwynn’s personal life also becomes complicated at this stage and around 1920. He has a romantic association with married artist Grace Henry who is perhaps the best-known female artist in Ireland at the time. During this period, he and Grace travel in France and Italy and at various stages in his life she painted portraits of him including a very distinguished looking one of him in his late 60s or early 70s. Their relationship contributes significantly to the separation of Henry from her artist husband Paul Henry in 1930.
During the 1920s, Gwynn also devotes himself to writing, covering political events as Irish correspondent to The Observer and The Times. Later in his career, he writes some substantial works, and together with his son Denis Gwynn (The Life of John Redmond, 1932) does much to shape the retrospective image and self-justification of John Redmond. In the mid-1930s he authors three books with a connecting theme of fishing with the artist Roy Beddington serving as illustrator: The Happy Fisherman (1936), From River to River (1937), and Two in a Valley (1938).
Gwynn is awarded an honorary D.Litt. by the National University of Ireland in 1940, and a Litt.D. by the University of Dublin in 1945. The Irish Academy of Letters awards him the Gregory Medal in April 1950. In his literary writings he stands for a humanism and tolerance, which qualities, due to political upheavals, were relatively rare in the Ireland of his day.
Gwynn dies on June 11, 1950, at his home in Terenure, Dublin, and is buried at Tallaght Cemetery, south County Dublin.
Gwynn marries his cousin Mary Louisa (d. 1941), daughter of Rev. James Gwynn. She later converts to Catholicism. They have three sons and two daughters who are brought up in her religion, of whom Aubrey (1892–1983) becomes a Jesuit priest and professor of medieval history at University College Dublin (UCD). Their second son, Denis Rolleston (1893–1971), is professor of modern Irish history at University College Cork (UCC).
Gwynn’s brother Edward John (1868–1941) becomes provost of Trinity College and another brother Robert Malcolm becomes its senior dean. His sister Lucy Gwynn is the first woman registrar of Trinity. A third brother, Charles, has a successful career in the British Army and retires as a Major General. Younger brothers Lucius and Jack are noted cricketers.