21 famous people were born within 35 miles of Roxbury
August Derleth, born in Sauk City, 4 mi away, is the closest. The best known of them is Skylar Grey, with articles in 43 languages. Next door, the list for Sauk City holds 3, August Derleth first. 649 towns in Wisconsin have at least one famous person on record.
From Wikidata and Wikipedia: people whose birthplace is Roxbury and whose English Wikipedia article agrees, ranked by how many Wikipedia languages cover each person. Nearby people are those born in a town within 35 miles; distances are town center to town center. People known mainly for crimes, and adult performers, aren’t listed. “The usual town” = everyone born in the towns gathered so far.