At times stern, at other times patient, at times perceptive, at other times in sad denial, Olive Kitteridge, a retired schoolteacher, deplores the changes in her little town of Crosby, Maine, and in the world at large, but she doesn’t always recognize the changes in those around her: a lounge musician haunted by a past romance; a former student who has lost the will to live; Olive’s own adult child, who feels tyrannized by her irrational sensitivities; and her husband, Henry, who finds his loyalty to his marriage both a blessing and a curse.

Author Grady Green is having the worst best day of his life. Grady calls his wife to share some exciting news as she is driving home. He hears Abby slam on the brakes, get out of the car, then nothing. When he eventually finds her car by the cliff edge the headlights are on, the driver door is open, her phone is still there. . . but his wife has disappeared. A year later, Grady is still overcome with grief and desperate to know what happened to Abby. He can’t sleep, and he can’t write, so he travels to a tiny Scottish island to try to get his life back on track. Then he sees the impossible.

In the late 1950s, in a small New England town, Reverend Tyler Caskey has suffered a terrible loss and finds it hard to be the person he once was. He struggles to find the right words in his sermons and in his conversations with those facing crises of their own, and to bring his five-year-old daughter, Katherine, out of the silence she has observed in the wake of the family’s tragedy.

Haunted by the freak accident that killed their father when they were children, Jim and Bob Burgess escaped from their Maine hometown of Shirley Falls for New York City as soon as they possibly could. Jim, a sleek, successful corporate lawyer, has belittled his bighearted brother their whole lives, and Bob, a Legal Aid attorney who idolizes Jim, has always taken it in stride. But their long-standing dynamic is upended when their sister, Susan - the Burgess sibling who stayed behind - urgently calls them home.

Flight attendant Allegra Patel loves her job, but today is her twenty-eighth birthday and she’d rather not be placating a plane full of passengers unhappy about a long delay. There’s the well-dressed man in seat 4C desperate not to miss his daughter’s musical. A harried mother frantically tries to keep her toddler and baby quiet. Honeymooners still in their wedding finery dream of their new lives, while a chatty emergency room nurse dreams of retirement.