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This article examines the legacy of Diana Vreeland’s 1974 exhibition ‘Romantic and Glamorous Hollywood Design’ for contemporary curatorial approaches to Hollywood costume exhibitions. Staged during her time as a Special Consultant at the Costume Institute, this was the first blockbuster exhibition of Hollywood costume held in a major museum. Alongside exploring its historical significance, I argue that this exhibition offers particular insights into Vreeland’s body of work, articulating a synergy between curator and subject matter. To illustrate the ongoing influence of ‘Romantic and Glamorous Hollywood Design’, I explore a contemporary curatorial project, ‘Costumes from the Golden Age of Hollywood’, which has direct and indirect connections to Vreeland’s exhibition.