Nearly a century ago, the bootleg trail from Canada to New York City ran smack through the Adirondacks. Bootleggers risked life and limb transporting locally distilled hooch and smugglers ran whiskey from Canada, eluding dry agents and spawning crime and corruption. Chestertown and its surrounding communities recently commemorated this period in history with related activities.

It was a damp and drizzly Thursday night at Warrensburg’s Luck E Star Cafe where the Greater Warrensburg Business Alliance hosted a 1950s-era Car Hop. Among the vendors, we hawked books and passports as the drama unfolded. Those gathered were whisked from the 1950s to the roaring ‘20s when a carload of rumrunners screeched into the parking lot and piled out of their Model A. Within seconds, the law appeared on the scene in pursuit. Smugglers scattered like rats, slipping into any hiding place they could find. Perhaps the heat considered our Happy Hour in the High Peaks booth a likely refuge for Prohibition outlaws – they were on our tent like feathers on a flapper. We decided to scram before the bulls started asking questions and we were long gone before the feds pinched Wesley, his moll Giselle, and the rest of their gang. We’re no stool pigeons. » Continue Reading.