For 105 miles, it runs with the Long Trail, which was created well before the AT, back in 1910, by men with handsaws, axes, and shovels. It took twenty years to finish the 272-mile footpath, which stretches from Vermont’s southern border all the way to Canada, and it was the first major recreational trail in America. So it had vintage charm and storied mystique. It was also kind of like one long, sludge-filled wheel rut.