Eosinophilic annular erythema (EAE) is a rare chronic figurate dermatosis characterized by recurrent annular plaques associated with tissue eosinophilia. Due to its clinical resemblance to granuloma annulare and other annular dermatoses, accurate diagnosis requires clinicopathological correlation. We report a case of a 60-year-old postmenopausal woman who presented with multiple erythematous annular plaques over the forehead, trunk, upper limbs, and buttocks for two years. The lesions began as papules and gradually enlarged centrifugally with central clearing, eventually coalescing into polycyclic plaques. Mild pruritus was present without systemic symptoms. Histopathological examination revealed an unremarkable epidermis with dense perivascular and interstitial inflammatory infiltrate composed predominantly of lymphocytes and eosinophils extending into the deep dermis and superficial fat. Flame figures were identified, while mucin deposition, collagen degeneration, and palisading granulomas were absent. The patient responded well to topical corticosteroids, systemic corticosteroids, and hydroxychloroquine. This case highlights the importance of recognizing EAE in the differential diagnosis of chronic annular dermatoses and underscores the role of histopathology in establishing the diagnosis.