Cupid's Crush is a road race held annually around Valentine's Day in Baltimore’s Druid Hill Park. The course features scenic, rolling hills and passes near Druid Hill Lake and the Baltimore Zoo, with route adjustments due to ongoing lake closures. Participants receive a themed beanie if registered in advance, and post-race amenities include refreshments, music, and free race photos. Awards are given to top finishers in overall, masters, age group, and non-binary categories. The event is organized by the Baltimore Road Runners Club, with all proceeds supporting the club.