A gumball machine has a gumball container that holds a plurality of gumballs, a neck portion coupled to the gumball container and having an actuator and a gumball dispensing assembly that is coupled to the actuator for simultaneously releasing a plurality of gumballs from the gumball container when the actuator is actuated. The gumball machine also has a plurality of cylindrical supports, each having an upper end coupled to the neck portion, and a lower end having a side opening. A base is coupled to the lower end of each cylindrical support and has a bottom portion that is seated on a surface. Each side opening of each cylindrical support is positioned adjacent a ramp such that a gumball travelling through the cylindrical support is dispensed via the side opening to the ramp.