The Xaverian Brothers' association with Worcester dates back to September 1893, when a pioneer community of four Xaverians arrived in the city to formally open Saint John's Parish Grammar School for Boys.

This acquisition was the first step in the expansion of Saint John's to a regional high school serving all of Worcester County.

In 1959, one hundred twenty-five acres at the foot of Main Street hill were purchased, and Pioneer Field came into being.

In the winter, they compete in swimming, basketball, wrestling, hockey, alpine ski, and indoor track and field.

In the spring, they compete in rowing, lacrosse, baseball, and outdoor track and field.