Cupid Made Me Do It 2 Mile Urban Challenge

Join the Cupid Made Me Do It 2 Mile Urban Challenge on Saturday, February 7, 2026, in lively Willimantic, Southeastern Connecticut, for an exhilarating 2-mile road race starting at 10:00 AM. This scenic course winds through downtown, crossing three picturesque bridges, offering runners a unique urban experience. Early registration is available for just $30 until February 6, with special pricing for kids, making it an ideal event for all ages and fitness levels. Participants can compete individually or form teams to vie for awards such as Largest Team and Most Spirited Team, so don your best Cupid-themed attire and embrace the festive atmosphere. Winners in each category will enjoy a gourmet cupcake as a sweet reward. Supporting the Windham Area Interfaith Ministry and part of the Romantic Willimantic Chocolate Festival, this event combines fitness, community spirit, and fun in one memorable day. Don’t miss out on this vibrant celebration of health and camaraderie!