Maggie's mother (guest star Bibi Besch) comes for a visit and announces that she and Maggie's father are divorcing after thirty-two years of marriage. Maggie is upset at the news and rushes out of her house, leaving her mother behind. However, while she is in town, her mother manages to set Maggie's house on fire, razing the structure and burning all of Maggie's possessions: her clothes, her furniture, and worst of all, her dioramas of her lost loves. Now both O'Connell women stand on the brink of rebuilding their futures.
Chris constructs a catapult by which he intends to hurl a cow through the air, thereby creating a perfect moment in performance art. The difficulty is finding the "right" cow. Joel expresses his displeasure at the animal cruelty associated with such an act, but Chris is determined in his quest. But when he finally finds the "right" cow, Ed tells him that Monty Python already catapulted a cow in their "Holy Grail" film. Not to be distracted from his pursuit of the perfect moment, Chris opts to hurl Maggie's scorched upright piano instead.
Meanwhile, Joel thinks he knows the local chimney sweep named Bob (guest star John M. Jackson), but he can't recall from where. Then he remembers: Bob is Larry Coe, one of Joel's golf idols who flubbed a perfect putt on the final hole of the Augusta National, and who had moved to Cicely to escape the shame of his links gaffe.
Chris' brother, Bernard (guest star Richard Cummings, Jr.), takes over the airwaves at KBHR, while Chris enjoys his vacation at a monastery in an effort to discover his "innermost secret center." Once there, he thoroughly enjoys his sparse surroundings and simple lifestyle until he is overcome by sexual desire for one of the monks. Having always been committed to loving women, he is completely bewildered by his own feelings.
Ruth-Anne surprises Maurice by exercising the option to buy that was included in the original lease contract for her store. Maurice, who needs to be in control of everything, becomes angr with her for asserting her freedom. The two each play Ed against the other until he takes matter into his own hands and discovers a way to convince them not to ruin their twenty-year-lon friendship.
Joel is stir crazy when two weeks pass and he does not have a single patient. He begins to beg the townspeople to schedule an appointment with him for anything - annual checkup, rash miscellaneous pain. Bernard and Marilyn both attempt to teach him to sit still, but to no avail.
Shelly's youthful mother, Tammy Tambo (guest star Wendy Schaal), visits unexpectedly to introduce her daughter to her new husband. Tammy admits that she has led her new love, twenty-four-year-old Kenny (guest star Sean O'Bryan), to believe that Shelly is Tammy's older sister. The two women have an argument and Tammy apologizes for not being a real mother to Shelly. Shelly realizes how lucky she is to have her mother as her best friend.
A baby abandoned in Joel's waiting room is immediately taken in by the townspeople. As it is passed from person to person, everyone is very delighted with the appearance of the child and, much to Joel's dismay, no one questions who the mother might be or why the baby was left. Just as the town is falling into a routine of caring for the infant, and as Joel finally accepts that she is there to stay, the baby is reclaimed by her mother.
When Joel compliments Adam on his cooking, he is shocked at Adam's congenial response. Confronted by Joel about this change in his personality, Adam explains that he doesn't feel like himself, he feels... happy. Joel suggests that he is suffering from Couvade Syndrome, sympathetic pregnancy, a condition in which men, in an attempt to mask their anxiety over their mate's pregnancy, displace their feelings with physical manifestations of pregnancy itself. The feelings eventually pass when Adam and Eve simultaneously enter their second trimester and Adam discovers he is more than just an extraordinary chefÑhe is also a husband, a teacher, a breadwinner, and soon, a father.
Although they have been living together for the last twelve years, Adam and Eve (Valerie Mahaffey) are not officially married. Now that Eve is six months pregnant, they decide they must legally wed for the sake of their child. The town becomes excited over the imminent celebration. Bachelor and bachelorette parties are thrown, the church is decorated, and the wedding attire gathered. All moves along smoothly until Eve begins walking down the aisle. Surprising everyone, she declares she cannot marry Adam because she is heiress to a large fortune. Chris' brother Bernard happens to be in town with a standard prenuptial agreement. After it is signed, the wedding proceeds as planned. Throughout the week prior to the ceremony, Maggie avoids Joel like the plague. Still believing they slept together in Juneau, Maggie is embarrassed at the thought of it. When Joel finally tells her the truth, that she fell asleep before anything happened, she is disappointed that he did not want her badly enough to wake her up. To make herself feel better, Maggie stops by Joel's cabin after the bachelorette party and announces she wants to have sex with him. Joel naturally complies, but as soon as things start to get hot, and Maggie is sure that he wants her, she leaves satisfied. Officer Barbara Semanski delivers Maurice a formal complaint from the neighbor of a large piece of land he owns. The neighbor charges that when Maurice had his land excavated the explosion caused flying debris to hit and wound his grazing animals. The legal matter is quickly forgotten, but the chemistry between Semanski and Maurice remains apparent.
While Joel and Maggie are flying back from an Eskimo vaccination trip, her plane's engine fails and they are forced to make an emergency landing somewhere in the Alaskan wilderness. Joel is definitely at odds with nature so Maggie tries teaching him some basic survival skills -- like what not to eat or touch -- but Joel is too busy worrying about being attacked by anything furry. As the days pass, he submits to eating squirrel roasted over an open campfire and further surprises Maggie when he uses his surgical technique to get her plane engine going again.
Cyndy Rincon (guest star Christine Elise), Shelly's best friend, arrives in Cicely announcing that she and Wayne have been married for six months and only recently did Cyndy find out Shelly never divorced him. But Shelly resolutely refuses to divorce Wayne. Shelly, always the most popular girl, finds it difficult to accept that Cyndy has taken her place and is living the life she used to -- while she is residing in Cicely. Cyndy explains how difficult it was to always be second best while Shelly reveals it wasn't great being perfect either. Realizing life goes on, Shelly agrees to divorce Wayne and asks Chris to perform the unknotting -- since he has the power to join people in marriage, he should also have the power to tear it asunder.
Maggie outbids Maurice to buy Cicely's only movie house and hires Ed as manager and film consultant and Heather Haines to work the counter. Trying to run a loose, employee-friendly ship, she silently gets angry when Ed schedules obscure cult films and Heather leaves early, arrives late, and poisons the customers with rancid butter on the popcorn. When Maggie gets so frustrated where she can't sleep or eat because of stress, she fires Heather and instructs Ed to book some mainstream hits. Although Ed is initially crestfallen and Heather is furious, the theater business picks up and Maggie gains the respect of Ed.
Having passed his equivalence exams and written a thesis, Chris has to pass oral exams to earn a Masters degree in Comparative Literature from the University of Alaska. After Chris passes his first day of orals exams, he dreams that he is in heated battle with Poe, Shakespeare, Beethoven and Van Gogh and, after they are all slain, he is revealed as the enemy. He realizes from this dream that art speaks for itself and if you analyze something enough, you will figure out what it means. He moves his second round of orals to a baseball field that explains his conclusion -- the poem "Casey at the Bat" is about something in your gut -- which earns him his degree.
Patrick Dulac comes to town convinced that Holling is his father since he has been sending Patrick and his mother monthly checks ever since he was a child. Since neither Shelly nor Patrick will believe the truth, Holling agrees that Patrick is his son and goes along with the charade. Breaking down, Holling finally bursts out that he murdered Patrick's father in self defense during an argument. Feeling guilty of taking away mother and son's source of income, Holling began sending money after he left town. Attempting to defend the honor of his father, Patrick challenges Holling to a duel but, when Holling refuses, Patrick calms down and the two begin to bond like family.
Ed's announcement that Jesse the bear is dead affects Holling very personally. After having been attacked by Jesse years before, Holling had vowed to kill the bear himself someday. Jesse's death means an end to that dream. Refusing to accept the bear's demise, Holling sets off to the cave where Jesse lived. He returns cut and bruised, but finally at peace, having realized Jesse symbolized all fears and proud of himself for having faced them directly.
A group of Japanese people come to town to see the Aurora Borealis and to meet their hero, Maurice Minnifield the famed astronaut. Although flattered by the attention, Maurice becomes upset they are staying at the bed and breakfast that he sold to two gay men.
A package with postmarks from around the world arrives in Cicely, addressed to an unfamiliar name. After trying many different ways to contact this unknown person, the townspeople become curious about what the box contains. After arguing both sides, they vote to open it.
Maggie decides that her thirtieth birthday is the perfect time to cleanse her soul so she can begin the next segment of her life with a clean slate. To do this she acts upon an ancient Indian ritual that allows one to resolve issues with people in one's past, living or dead, by sending them a letter via the great river. While camping alone and after "mailing" letters to all of her dead boyfriends, Maggie is overcome by a sharp pain and a high fever, which cause her to hallucinate. In her delirium she visits with all of her past boyfriends before being rescued and treated for appendicitis.
Chris is amazed by the fulfillment he derives from being a teacher when Marilyn asks him to give her driving lessons, Maurice takes a stab at writing his memoirs and drives everyone crazy with his neverending note-taking and muttering into a pocket recorder. Eventually Ruth-Anne takes charge and stops his madness.
When Maggie discovers that her father is coming for a visit, she panics. In an attempt to gain his approval, Maggie has been sending letters home describing Joel, a successful doctor, as her boyfriend. Although she convinces Joel to play along, she hates the fact that he has glimpsed this part of her personal life, especially when Joel seems to enjoy the charade. Finally, it becomes too much to deal with and Maggie tells her father the truth: that her boyfriend is Rick, an uneducated bush pilot.
Meanwhile, Holling struggles with the decision to have a circumcision when Shelly comments that she has never known a man who hasn't had it done.
After a frightening apocalyptic dream, Ed becomes fixated on the world's unfortunate deterioration and eventual destruction. He searches for a way to alert everyone to the importance of being environmentally conscious. Cicely's “bubble man” Mike Monroe (guest star Anthony Edwards), is sympathetic to the problem and he and Ed determine a way they can improve life on earth for future generations.
While repairing a water pipe, Maggie uncovers ancient Indian artifacts. As soon as Maurice learns of the find, he organizes an excavation team to search for more. The discovery of a few traditionally feminine items, such as sewing and cooking supplies, causes Maggie to realize that throughout history women have been treated as the lesser, weaker sex. Inspired to do her part to change society's view of women, Maggie halts the search and reburies the relics so men cannot ruin them.
A twelve-year-old delinquent, Brad Young (guest star Edon Gross), escapes from a nearby camp and hitches a ride on a logging truck only to find himself in Cicely. The instant he lays eyes on Shelly, he is in love, proclaiming she is a “babe and a half.” Chris, being a delinquent child at one time himself, befriends the boy and gives him advice about life on the run.