Although it was not considered as fashionable as some of the newer dorms, Holworthy and its neighbors on the Yard became the center of student life on campus.
[2] It also became known for housing many of the most prominent students within the college's social life, including athletic team captains and managers, Lampoon presidents (including Robert Benchley '12, who spoke at Holworthy's centennial dinner), Advocate presidents, and the leaders of the college's various musical groups.
[1][3] By the 1910s, the New York Times reported that Holworthy's "record of men afterward illustrious who have occupied its rooms is probably longer than any similar list possessed by any other college building," making it the "pet" dorm of seniors.
Holworthy was paired with Hollis Hall to become part of Winthrop House's affiliation with Davenport College at Yale.
Holworthy is notable for having been the freshman dorm of several writers and producers of The Simpsons who graduated in the 1980s — Al Jean '81, Bill Oakley '88, Conan O'Brien '85, and Mike Reiss '81.