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Glendalough (Irish: Gleann Dá Loch, meaning Glen of Two Lakes) is a glacial valley located in County Wicklow, Ireland, renowned for its Early Medieval monastic settlement founded in the 6th century by St Kevin, a hermit priest, and destroyed in 1398 by English troops.

History of Glendalough Kevin, a descendant of one of the ruling families in Leinster, studied as a boy under the care of three holy men, Eoghan, Lochan, and Eanna. During this time, he went to Glendalough. He was to return later, with a small group of monks to found a monastery where the 'two rivers form a confluence'. His fame as a holy man spread and he attracted numerous followers. He died in about 618. For six centuries afterwards, Glendalough flourished and the Irish Annals contain references to the deaths of abbots and raids on the settlement.

At the Synod of Rath Breasail in 1111, Glendalough was designated as one of the two dioceses of North Leinster. St. Laurence O'Toole, born in 1128, became Abbot of Glendalough and was well known for his sanctity and hospitality. Even after his appointment as Archbishop of Dublin in 1162, he returned occasionally to Glendalough, to the solitude of St. Kevin's Bed. He died in Eu, in Normandy in 1180.

In 1214, the dioceses of Glendalough and Dublin were united and from that time onwards, the cultural and ecclesiastical status of Glendalough diminished. The destruction of the settlement by English forces in 1398 left it a ruin but it continued as a church of local importance and a place of pilgrimage. Descriptions of Glendalough from the 18th and 19th centuries include references to occasions of "riotous assembly" on the feast of St. Kevin on 3rd June.

The present remains in Glendalough tell only a small part of its story. The monastery in its heyday included workshops, areas for manuscript writing and copying, guest houses, an infirmary, farm buildings and dwellings for both the monks and a large lay population. The buildings which survive probably date from between the 10th and 12th centuries.

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