The first weekend in May when the entire town of Winchester, VA goes crazy. Vendors come out and set up carnival-style games on the Old Town Mall aka Midway. Apple Blossom is also notorious for being a drinking holdiay. There are parties everywhere and drunk people stagger around the town like nobody's business. The town sets up fireworks and there are three parades on Friday, Sturday, and Sunday. Schools close normally for a few days for an extended weekend and the Apple Blossom colors, pink and green, are everywhere. It is supposed to celebrate the blooming of the apple blossoms throughout the land...fuck that lets just get drunk.
Last year at Apple Blossom I filled my camelback with beer and walked around all day on Midway with friends playing ridiculious carnival games.