Lola Challenge Weekend

The Lola Challenge Weekend in San Juan is a three-day running festival inviting athletes of all levels to explore the city through movement. Participants can choose a 5K Fun Run, a 10K through Old San Juan’s streets, or a Half Marathon along the coast, all finishing at Castillo San Felipe del Morro. Organized by Run Like a Lola, Inc., the event focuses on empowering women and celebrating fitness in a supportive setting. Whether aiming to race or simply enjoy the experience, the weekend offers ways to engage with the city at your own pace. Completing any race earns a unique medal, and finishing all three brings a special commemorative award, adding a rewarding touch to your efforts. The mix of historic scenery and coastal views makes each route memorable, while the event’s spirit encourages accomplishment without pressure. It’s a chance to challenge yourself physically while soaking in Puerto Rico’s vibrant culture, appealing to those running solo or with others who share your passion.