Annular erythemas in infancy are uncommon to rare in occurreance. Erythema migrans is the most common variety to be reported amidst the younger age group. This group of conditions poses a diagnostic challenge to the physician as the differentials can range from a benign annular erythema of infancy with good prognosis and no long-term defects to neonatal lupus erythematosus (NLE) having a bad prognosis with increased morbidity and mortality. We report a case of annular erythema of infancy in a 5 day old male infant to emphasize that in spite of the history of spontaneous abortions in the mother, which pointed towards a more grave diagnosis of NLE, benign conditions like annular erythema of infancy needs to be kept in mind.