This year, celebrate Halloween to the extreme at these autumn events. Boston's Life Is Good Pumpkin Festival (617/635-4505; aims to break the Guinness World Record for the most lit jack-o'-lanterns in one place. For Nassau, Delaware's World Championship Punkin Chunkin (302/684-8196;, participants catapult the gourds. And at the Pumpkin Regatta in Windsor, Nova Scotia (902/798-9440;, contestants race in boats carved out of—you guessed it.