Governor Hunter was impressed by Wilson's skills and sent him on an expedition with John Price and others in January 1798. The party crossed the Nepean River and moved southwest towards the present site of Mittagong. There they turned west and found a route along the ridge where today the Wombeyan Caves Road is located. In the process they found a way to go west of the mountains, by going around them instead of across them. In March of the same year, Wilson and Price ventured to the Camden area, and then continued further south until they encountered Thirlmere Lakes, finally almost reaching the present site of Goulburn.