Complex sentence: The Woodward Dream Cruise takes place on Woodward Avenue between Pontiac and Ferndale during August of each year, evoking nostalgia of the 1950s and 1960s, when it was common for young drivers to "cruise" with their cars on Woodward Avenue.
Split into simpler sentences: The Woodward Dream Cruise takes place on Woodward Avenue between Pontiac and Ferndale during August. The event evokes nostalgia of the 1950s and 1960s, when it was common for young drivers to "cruise" with their cars on Woodward Avenue.