Rupert displayed a genuine appreciation for the arts, including painting, sculpture, and music. He was a connoisseur and collector.

Rupert is credited with popularizing, if not inventing, the mezzotint engraving technique in England. He produced numerous mezzotints himself, showcasing his artistic skill. The skill was initially kept a secret before it was revealed to the public.

Rupert became a patron of several artists, commissioning works and providing support. He helped foster the development of the arts in England during the Restoration period.

Rupert accumulated a significant collection of paintings, sculptures, and other artworks. The collection reflected his personal tastes and interests.

Rupert dedicated time in his later life to learning how to paint landscapes. His artistic eye was displayed throughout different periods of his life.