The novel follows five days in the life of
cultural history professor Moses E. Herzog who, at age 47, is having a
midlife crisis and
burnout following the divorce from his second unfaithful wife. He has two children, one by each wife, and is in a relationship with a vibrant woman, Ramona, but is getting
cold feet and running away from the commitment. Herzog spends much of his time both on intense, and often hilarious, intellectual reflection and mentally writing letters he never sends. These letters are aimed at friends, family members, and famous figures, including historical recipients who are dead or whom he never knew. The one common thread is that Herzog is always expressing disappointment, either his own in the failings of others or their words, or apologizing for the way he has disappointed others. Herzog's second wife, Madeleine, has recently left him for Valentine Gersbach, whom Herzog considered a close friend and had helped in many ways. While still married, Madeleine convinced Herzog to move her and their daughter June to
Chicago and to arrange for Gersbach and his wife Phoebe to move as well. The plans were a ruse. Shortly after arriving in Chicago, Madeleine throws Herzog out and attempts to have him committed to an asylum. The novel opens with Herzog in his house in Ludeyville, a fictional town in the
Berkshires in western
Massachusetts. He is contemplating returning to
New York to see Ramona, but instead flees to
Martha's Vineyard to visit some friends. He arrives at their house, but writes a note saying that he has to leave. Herzog then heads to New York. After spending a night with Ramona, he heads to the courthouse to discuss the possibility of regaining custody of his daughter, June, with his lawyer. He subsequently witnesses a series of court hearings, including one in which a woman is charged with beating her three-year-old to death by flinging him against a wall. Moses, already distraught after receiving a letter from June's babysitter about an traumatic incident in which Valentine locked June in the car while he and Madeleine argued inside the house, heads to Chicago. Moses goes to his stepmother's house and picks up his deceased father's antique pistol with two bullets in it, forming a vague plan to kill Madeleine and Valentine and run off with June. The plan goes awry when Herzog sees Valentine giving June a bath and realizes that she is in no danger. The next day, after taking his daughter to the
Museum of Science and the aquarium in
Jackson Park, Herzog crashes his car and is charged with possession of a loaded weapon, the antique pistol. His brother, the rational Will, picks him up to try to help get him back on his feet. Herzog heads to Ludeyville, where his brother meets him. The brother tries to convince Herzog to check himself into an institution, which he has considered but ultimately decides against. To Will's surprise, Ramona joins them for dinner, and Herzog begins making plans to fix up the house. The metaphor corresponds to his life, which needs repair but is still structurally sound. Herzog closes by saying that he needs to write no further letters. In flashbacks throughout the novel, other critical details of Herzog's life come to light, including his first marriage to Daisy, their son Marco, the life of Herzog's father, and Herzog's sexual molestation by a stranger on a Chicago street. ==Style==