4 Bars, 3 Levels, 2 Stages, 1 Legendary Party – The Pickle Barrel is Killington’s largest and most exciting entertainment venue. Centrally located on Killington Road, the Pickle Barrel has 3 separate levels of entertainment, performance stages, dance floors & bars within one of the craziest-looking buildings. The Pickle Barrel has been a favorite party spot and gathering place since the 1960s.