Clonegal → Shillelagh
The Wicklow Way proper starts at Osborne Bridge in Clonegal, right on the Wexford–Carlow–Wicklow border. There's no great drama about the beginning — just a small waymarker and a farm gate — but that's part of the charm. The first kilometre follows a quiet lane past Huntington Castle before turning onto field paths. The route crosses the Derry River near the ancient Clogh na Feadóg standing stone, then rises gently through Raheenakit Forest. You'll see more cattle than walkers here. The track widens around the shoulder of Stookeen Hill, then descends into Shillelagh via Park Lane. An ideal easing-in day: it lets you find your pace without shocking the legs. Good waymarking throughout — only navigation care needed is at the forest entry to Raheenakit.