Andrew S. Draper is the best known, with articles in 6 languages. Close behind are Flora L. Aldrich and Alden Chester. Next door, the list for Worcester holds 4, Lionel Allen Sheldon first. The first birth on record is Andrew S. Draper’s, in 1848, and the last Flora L. Aldrich’s, in 1859.
From Wikidata and Wikipedia: people whose birthplace is Westford 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.
Lionel Allen Sheldon: H.B. Hall & Sons, Public domain, Wikimedia Commons
Lewis Waterman: Original photographer unknown, digitized by Google Books in freely available book. Cropped, contrast enhanced and small background repair by Froggerlaura., Public domain, Wikimedia Commons