COOLBOY, or CASTLE-BOY, a village, in the new district parish of SHILLELAGH, barony of SHILLELAGH, county of WICKLOW, and province of LEINSTER, 2¼ miles (S.) from Tinahely; containing 105 inhabitants. It is situated on the road from Carnew to Rathdrum, and has eight fairs, which are held on the last Wednesday in January, first Wednesday (O. S.) in March, the last Wednesday in April, the first Wednesday (O. S.) in June, the last Wednesday in July, Sept., and Oct., and the Wednesday in Ember week. Adjoining the village is Coolboy House, a respectable mansion, the residence of John Chamney, Esq.