Lola Challenge Weekend is an innovative, non-profit event in San Juan, Puerto Rico. After it’s successful tenth edition in August 2024, where numerous participants filled the San Juan streets with empowerment, the Lola Challenge is back! On November 7-9, 2025, you will have the eleventh chance of running one, two, or complete the challenge with all three male and female events: Friday’s Lola 5k Fun Run, Saturday’s Lola 10k Race or Sunday’s Lola Half Marathon.

​Each event has its own independent medal, but runners who decide to complete the challenge will receive an additional Lola Challenge Weekend Special Medal. We’ll kick off our event filled weekend with Lola’s Health and Fitness Expo. Join us for conferences, exhibition booths, and to pick up your Race Packet.

Event details and schedule

For the eleventh consecutive year, Run Like a Lola Inc. is proudly organizing the event “Lola Challenge Weekend” that will be held on November 5 through November 9, 2025, in San Juan, Puerto Rico. An innovative and unique event- not only because of what taking the challenge means- but by the place where it will be held, one of the most beautiful historical treasures of our island: El Morro.

Wednesday,

November 5

9:00 am – 7:00 pm

Lola Health & Fitness Expo > Centro de Convenciones de PR

• Race Packet Pick – Up

• Conferences 

 

Thursday,

November 6

9:00 am – 7:00 pm

Lola Health & Fitness Expo > Centro de Convenciones de PR

• Race Packet Pick – Up

• Conferences 

 Friday

November 7

4:30 am – 7:00 am

Lola 5K Fun Run

Next to Jaime Benitez Park: Baldorioty Avenue

 

Saturday

November 8

4:30 am

Lola10K Run

Baldorioty Avenue - Isla Verde

 

Sunday

November 9

4:00 am

Lola Half Marathon

El Capitolio

 

Note: Dates, times, and prices subject to change. Participants must attend Race Packet Pick-up at Lola Health & Fitness Expo to receive their race packet and runner number.