1922 - Board votes to make Hebron a boys-only school; appoints principal Ralph L. Hunt.
1923 - Hebron’s Cum Laude Society chapter chartered.
1926 - Stanley Arena dedicated.
1929 - Sargent Memorial Gymnasium dedicated.
1933 - In the fourth year of the depression, Principal Hunt appeals to alumni, asking them to refer students to Hebron.
1937 - Tuition rates range from $575 for a room in Atwood to $750 for a room in Sturtevant.
1940 - Enrollment of 193 includes boys from Massachusetts, Maine, Connecticut, New Hampshire, New Jersey, New York, Pennsylvania, Rhode Island and Washington.
1943 - The Board of Trustees suspends the activities of the Academy “due to the exigencies of the war situation.”