Two mountains over to the West of Sugar Loaf Mountain lies a rugged peak locals call Hoopsnake Hill,  shortened, in modern times, to "Snake Hill".
According to legend, a fearsome creature known as the Hoop Snake guards its rocky summit. Unlike ordinary snakes, the Hoop Snake coils itself into a perfect circle and rolls downhill like a wheel, striking at anyone who dares approach its rocky den.

Early settlers whispered that the Hoop Snake protects a hidden treasure hidden deep within a fissure in the western-exposed rockface of "Hoopsnake Hill", said to belong to the notorious Tory outlaw, Claudius Smith. It's said that at the gallows, Claudius Smith stated the location of his hidden loot moments before he was hanged. Some even claim his ghost conspires with the serpent, appearing as a shadowy figure in colonial garb, musket in hand, and a noose around his neck.

Stories tell of farmers chased across open fields, the snake’s venomous stinger on its tail aimed forward like a spear. One tale recounts a tree struck by the stinger swelling to monstrous size overnight; a grim reminder of the creature’s power. This is an explanation often given for such enormous trees standing out in open fields and along hilly fence lines; earlier would-be victims of the Hoop Snake had run behind them, and the trees took the brunt of the poisonous stinger.

Those brave enough to climb Hoopsnake Hill report eerie fog and twisted trees at the summit. And if you glimpse that ghostly figure in the mist, beware... the rolling serpent may not be far behind.