Explore the intersection of computer science and fine art in this illuminating lecture on computer-assisted connoisseurship. Delve into how artificial intelligence and machine learning are revolutionizing art analysis, outperforming human experts in certain tasks, and providing new insights into art history. Discover the unique challenges posed by fine art images, which differ significantly from traditional subjects of computer vision. Learn about recent triumphs in computer-aided art analysis and the future opportunities this emerging field presents. Gain insight into how this interdisciplinary approach is not only embraced by art scholars but also pushes the boundaries of artificial intelligence, presenting new grand challenges in the field. Through numerous illustrations and computer analyses of fine art images, understand the potential of merging humanist and scientific approaches to image understanding in the world of art.