Though many details about his early life are in dispute, scholars agree that Arnold was born in New York City and that his father may have been the Reverend George B. Arnold. The family relocated to Illinois and then to Monmouth County, New Jersey where Arnold enjoyed a country upbringing. Though he apprenticed himself to a portrait painter in New York in 1852, Arnold soon determined that literature would be his true calling.
The unofficial biographer of the Pfaff’s crowd, William Winter was born in coastal Massachusetts, and his mother died when he was young. Winter attended school in Boston; he also went to Harvard Law School but decided not to practice ("William Winter, 19). By 1854 he had already published a collection of verse and worked as a reviewer for the Boston Transcript; he befriended Pfaffian Thomas Bailey Aldrich after reviewing a volume of his poetry. He relocated to New York in 1856 "because he believed [the city] offered the best field for writers" (Levin 153).