Henry V. Boynton leads the list, covered in 5 languages. Close behind are James M. Fitzpatrick and Orson Spencer. 2 of them are writers and artists, more than in any other field. The list runs from Orson Spencer, born in 1802, to Pete Noonan, born in 1881.
From Wikidata and Wikipedia: people whose birthplace is West Stockbridge and whose English Wikipedia article agrees, ranked by how many Wikipedia languages cover each person. People known mainly for crimes, and adult performers, aren’t listed. “The usual town” = everyone born in the towns gathered so far.
Photo credits (5)
Henry V. Boynton: Mathew Benjamin Brady / Levin Corbin Handy, Public domain, Wikimedia Commons
James M. Fitzpatrick: Harris and Ewing, photographers., Public domain, Wikimedia Commons