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- A widowed brain surgeon from Manhattan moves his two children to the small mountain town of Everwood, Colorado.
- The early life of Bobby McCallister, a progressive President of the United States from 2041 to 2049, is explored.
- In one of the most heartfelt and provocative episodes of this critically acclaimed drama, Dr. Andy Brown confronts important moral and professional issues when a pregnant 18 year old and her father come to him for guidance. Meanwhile, Ephram is humiliated in front of the entire school when his date for the Spring Formal ditches him at the dance to make out with her boyfriend; and Amy and Colin have a huge fight when she chooses to console Ephram against Colin's wishes.
- At her father's suggestion, a heartbroken Amy is determined to make the most of her senior year in the wake of Ephram returning from New York and telling her that piano has to be his number one priority. Andy contemplates telling Ephram about Madison's pregnancy. Meanwhile, Rose naively agrees to help Bright find his true calling after she discovers that he hasn't enrolled for college classes and is in fact leading a life of total leisure; Dr. Jake Hartman creates a marketing blitz for his new practice that threatens to push Dr. Abbott over the edge; and Nina takes in her friend's teenage daughter, Hannah, and asks Ephram to take her under his wing.
- At the end of last season, Andy left Nina speechless by finally declaring his love for her, and Ephram decided to make a clean break from his troubles in Everwood by moving to Europe. In the season premiere, Nina will choose between the two men she loves - Andy and Jake. At Delia's behest, Ephram makes an emotional return to Everwood just in time for an unexpected wedding; Bright and Hannah are reunited after their first kiss and a summer spent apart; and Amy and Rose find that Rose's cancer has driven them apart rather than brought them together.
- Feeling conflicted over the recent turn of events and not willing to jeopardize Ephram's Julliard audition, an angst-filled Amy tells Ephram that he should take Andy to New York instead of her. In New York, Andy struggles with memories of his former life and the desire to tell Ephram the truth about Madison. Fate plays a hand when Ephram runs into Madison in Manhattan and they make plans to see each other, causing Andy to take matters into his own hands.
- In hopes of raising his little sister Delia's spirits, Ephram does his best to recreate his mother's Thanksgiving traditions as the Brown family spends their first holiday without her. Meanwhile, in order to save a patient's life, Dr. Brown must find the man's missing brother, who is believed to live in the woods; and curmudgeonly Dr. Abbott attempts to befriend the entire town when he has a health scare and questions whether anyone would attend his funeral.
- When Jake's little brother comes to visit and confides he doesn't see a future for Jake and Nina, Jake seeks counsel from an unlikely source... Andy. Meanwhile, Amy is accepted into Princeton, but assumes her father was the one who secretly sent in her application, and Ephram and Amy make plans to spend an evening together, further confusing the status of their relationship.
- Dr. Abbott suspects that Linda and Andy like each other more than they should, so he decides to set his sister up with more appropriate suitors. Meanwhile, Ephram finally has the courage to tell Amy how he really feels about their relationship, but he is confused by his feelings for Madison, who comes to the rescue when Ephram needs help to pass his driving test. Andy tries to help the soon-to-be-remarried Reverend Keyes cope with his impending blindness, but the minister would rather leave his fate to God than attempt a new treatment that might save his sight.
- When Phil the mechanic correctly "diagnosis" meningitis rather than flu in Andy's young patient, the town begins to believe he is a seer. Ephram confronts Madison about his feelings for her. Amy agrees to see Linda for help, but out of desperation, steals her pad to forge a prescription for anti-depressants, forcing Harold to heed Phil's warning about his daughter's condition. Meanwhile, Edna learns the disturbing truth about why her daughter does not want to pursue a relationship with Dr. Brown.
- Although conflicted by his feelings for Amy, Ephram finds himself serving as confidante and friend to Amy's boyfriend, Colin, who continues to feel like a fish-out-of-water as he attempts to reclaim his life before the accident. Meanwhile, Andy hopes to convince Ephram to resume the piano lessons he abandoned after his mother's death; Nina's absentee husband comes home for a visit, which proves to be far from happily ever after; and in a bittersweet turn of events, Amy and Colin are nominated for Homecoming King and Queen.
- Following Amanda's decision to send her husband to a world-renowned treatment facility, Andy is rushed to the hospital after he collapses in front of Dr. Abbott as a result of the stress and guilt he has been feeling over his infidelity with Amanda. Meanwhile, Amy continues to give Ephram the cold shoulder for lying about Madison, and Edna builds a writer's room for a depressed Irv, but it doesn't go over well and they consider separating.
- On a camping trip with Andy and Harold, Ephram reveals the true reason he returned to Everwood and Bright contemplates a sex-free relationship with Hannah after she tells him that she doesn't believe in pre-marital sex. Meanwhile, Amy grows even more emotionally confused when Reid asks her to go with him to a Halloween fundraiser, Jake and Edna's working relationship is put to the test when Edna questions his work ethic and Ephram learns more about his mysterious piano student, Kyle.
- Dr. Brown tries to intervene when a bulimic high school champion wrestler puts his life in jeopardy for an important tournament. Bright is suspended from school after he fights with Amy's boyfriend Tommy. Linda suspects that that Andy is reluctant to move their relationship to a more intimate level because of her HIV status. Finally, Ephram is convinced that college student Madison is embarrassed to be seen with him.
- When Andy invites Linda over for dinner to discuss a patient, Delia lashes out through foul language, but it is an enlightened Ephram who figures out the cause of his sister's bad behavior, thanks to insight provided by Madison. Amy's depression deepens, but when her therapist recommends medication, Dr. Abbott refuses to write a prescription to help his daughter cope with Colin's death.
- After a lost deer makes the Browns' backyard its new home, Andy insists on accompanying Ephram, who decides to help the animal find its way home to the wilderness. Meanwhile, Ephram finally admits to Amy that he never asked his father to consider operating on her boyfriend, Colin, who is in a coma; and Delia questions the existence of God.
- Ephram and Amy decide to go to prom together as friends, but Amy can't get up the nerve to tell Ephram that she has feelings for him after they run into Madison and Amy realizes that he's still nursing a broken heart. Meanwhile, Linda decides it may be time to leave Everwood behind, and Andy's mentor, Dr. Donald Douglas, asks him to perform risky brain surgery on a patient who turns out to be Dr. Douglas himself.
- Andy's well-intentioned plan to give Ephram more free time by hiring college student Madison Kellner as a caretaker for Delia ends up making things worse when Madison treats Ephram like a child as well, and embarrasses him in front of Amy. Meanwhile, Andy's concern for Colin's alcoholic father blinds him to Nina's struggles with her divorce proceedings. Dr. Abbot continues to clash with his sister, Linda, when she tries to take over his office and the difference in their personalities and medical philosophies become alarmingly clear.
- When Dr. Abbott's dementia-plagued, elderly godfather confesses to a murder that took place 30 years ago and reveals that Abbott's father was his accomplice, Abbott and Dr. Brown join the investigation in an attempt to find out what really happened and clear the men's names. Meanwhile, Ephram can't seem to keep Amy far from his thoughts, causing major problems in his burgeoning relationship with Laynie; and Andy and Ephram's new piano teacher butt heads over what is best for Ephram.
- Andy is concerned that Ephram needs more extracurricular activities to get into a top college, but Ephram is only focused on his Juilliard audition, which has surprising results. Amy's lack of interest in college preparation alarms her mother more than her father. Bright's poor grades get him kicked off the football team, threatening the scholarship his father believes may be his only chance to get into a decent school. Meanwhile, Andy tries to help a cheerleader with ruptured breast implants, who cares more about looking good than her own health.
- After returning from New York feeling lost and confused and needing Amy for support, Ephram considers his options in the wake of Madison's life-altering revelation. Meanwhile, Andy is a little stunned upon learning the extent of Nina's feelings for Jake and, with a little encouragement from her friend, Bright, Hannah decides to go on a date with a smitten Topher.
- When Andy's relationship with Delia is threatened after he breaks his promise not to date Linda, he decides to take his daughter on a special bonding trip to regain her trust. Andy is also surprised by Ephram's emotional reaction to the relationship with Linda. The Abbott family is still in turmoil when Amy decides to live with Edna and Irv, rather than playing by her parents' rules.
- On the morning of his Julliard audition in New York, Ephram makes plans to meet up with Madison for coffee, only to have his entire world come crashing down around him when she tells him that she was pregnant with their child. This devastating revelation causes Ephram to make decisions that will alter the course of his life. Meanwhile, back in Everwood, Amy can't quite make heads nor tails of what will happen to her relationship with Ephram once he learns the truth about Madison, and Dr. Abbott counsels a man whose son may die as a result of a hunting accident.
- Resentful at being forced to accompany Andy and Irv to a remote lake cabin, Ephram takes a small boat out alone and his inexperience leads to a serious accident and a night of terror for Andy. Meanwhile, Colin and his parents must decide whether to allow Dr. Brown to perform a second dangerous surgery; and Nina confronts her husband Carl after she accidentally discovers he is having an affair.
- Ephram and Amy are reunited after a long summer spent apart while Ephram attended Julliard's summer program in New York... but Amy's euphoria is quickly replaced with paranoia after she notices Ephram acting distant. Meanwhile, Andy is plagued by guilt over whether he made the right decision concerning Madison's pregnancy; and Dr. Abbott befriends the town's newest citizen, Jake Hartman, who turns out to be a doctor from California looking to open a new practice in Everwood.
- Caught up in her first fight with Tommy, Amy's reconciliation with her father goes awry when she forgets his birthday dinner. Madison lies to Ephram about liking a love song he wrote, which leads to a fight when she refuses to show the song to her band. Nina finally confronts Andy about neglecting their friendship to spend time with Linda.
- In hopes of mending Dr. Brown and Jake's (recurring guest star SCOTT WOLF) friendship, Nina suggests the two men go to counseling together.
- Andy's neighbor and friend Nina is ostracized by the townspeople when they discover she is a surrogate mother for a woman in her mid-50s. Andy's clumsy attempt to come to Nina's defense backfires, but she turns to him and Ephram for help when the baby makes an unexpectedly early arrival. Meanwhile, Ephram is dealt an emotional blow when Amy dis-invites him to a party in order to gain the approval of her friends, and Delia attempts to befriend the school bully, Magilla.
- A very-much-in-love Ephram discovers that he has unwittingly become a "girlfriend" to Amy, but the friendship takes a turn for something more when a moment of intimacy leads to lovemaking.
- When Jake's girlfriend from Los Angeles arrives in Everwood unexpectedly, Nina comes to his rescue with a shoulder to lean on and the possibility of more. Meanwhile, Harold and Rose worry about Amy after she sets her mind to auditioning for a rigorous ballet program in Denver, and Andy unintentionally humiliates Delia in front of her hockey team.
- Ephram makes a bold move -- and breaks his father's heart in the process -- in an attempt to raise money for a plane ticket to Europe. Meanwhile, Nina can't quite put her finger on why Andy has been acting strangely of late, whereas a more perceptive Delia comes right out and asks her father whether he has feelings for Nina, and Bright's green-eyed monster makes an unexpected appearance when Hannah goes to prom with Topher.
- As the day of Colin's surgery approaches and emotions run high, Andy takes Ephram and Delia on a road trip to his old medical school to consult with his mentor, Dr. Donald Douglas. Back in Everwood, Colin kidnaps Amy and Bright in the middle of the night to surprise them with a special day of memories and hopes for the future.
- Delia and her grandmother throw a festive birthday party for a grumpy Edna who hates this particular day of the year, but everyone winds up snowed in for the night when a big storm hits town. In the midst of it all, Bright collapses from a burst appendix and Andy and Dr. Abbott have to improvise an operating room before the infection spreads; while Andy and Ephram let months of tension and hurt feelings explode in front of everyone with a threat of Ephram moving back to New York with his grandparents.
- Dr. Brown courts Linda despite Edna's and Harold's insistence that he's wasting his time, but Andy persists, forcing Linda to tell him that she is H.I.V. positive. Bright tells Ephram he can win Madison's affections by ignoring her, but the plan goes awry when she breaks up with her boyfriend. Amy meets a flirtatious and attractive town bad-boy, Tommy Callahan, whose compassion for her problems touches her heart for the first time since Colin's death.
- Against Andy's better judgment, ex-sweethearts Ephram and Madison decide it would be in Delia's best interest if Madison resumed her job as Delia's babysitter. Meanwhile, Amy contemplates going off her anti-depressant medication after Linda suggests she might be ready and Bright anxiously awaits his college acceptance letters.
- A nervous Ephram feels the pressure of performing his first piano recital in Everwood; Dr. Brown and Dr. Abbott attempt to diagnose a man with a mysterious sleeping disorder that leaves welts on his body; and Amy pretends to want to spend time with her grandmother, Edna, in order to secretly see Colin while she's grounded.
- When traveling psychologist Dr. Gretchen Trott comes back into town, Andy is forced to confront his potentially romantic feelings for her. In other romantic entanglements, Edna and Irv have difficulty adjusting to life after his heart attack scare; Harold and his wife Rose have it out after they attend couples therapy and she suggests that he's lost that lovin' feeling; and Ephram asks Laynie out on their first date, in part to show Amy that he's moving on with his life.
- Realizing that his feelings for Amanda are only growing stronger despite his best efforts to maintain a platonic friendship, Andy decides it's in both of their best interests if he refers her husband's case to Dr. Abbott. Upon hearing news that Madison's band is performing in town, Ephram seeks guidance from Bright, signaling a thaw in the boys' chilly relationship as of late. Finally, Amy's curiousity unearths Hannah's family secret.
- Ephram gets the wrong idea when Madison tells him her roommate is going to be out of town, but the misunderstanding leads to an intimate moment for the couple. In other matters of the heart, Amy decides she's ready to have sex with Tommy, so she works up the courage to ask Dr. Brown to write her a prescription for birth control pills, and Andy makes the important decision to talk to Ephram and Delia about Linda spending the night at their house.
- Feeling there is nothing keeping him in Everwood and desperately needing distance from Andy, Ephram prepares to leave family and friends behind for a new life in Europe. However, he's caught off-guard and questions his plans when Andy reveals the secret that Amy has been keeping from Ephram. Meanwhile, Nina and Jake contemplate going into business together, but the stress on their relationship proves a big obstacle to overcome, and Bright confesses to Ephram that he has developed feelings for Hannah.
- Ephram begins giving piano lessons to a 14-year-old piano prodigy, Kyle, but Ephram soon realizes that the music awakens difficult memories from last year. Meanwhile, Dr. Brown advises a brain tumor patient and his wife; Harold and Rose await the latest cancer test results while dealing with the stress of a mayoral reelection; and Delia informs her father she wants a Bat Mitzvah.
- Dr. Andrew Brown is a world-famous neurosurgeon whose career always overshadowed his obligations as a parent, until the day that his loving wife died. Faced with the daunting task of raising his two kids, 9-year-old Delia and 15-year-old Ephram by himself, Andrew moves his family from New York to the beautiful Rocky Mountain town of Everwood, Colorado, where he opens a free medical clinic. Delia adjusts quickly to her new surroundings, but the sudden shift in everything he has ever known is hardest on Ephram, who resents all the years his father lavished on his career at the expense of his family.
- Hannah's mother pays an unexpected visit to Everwood to tell Hannah that her father has passed away. Elsewhere in Everwood, Ephram stifles his feelings for Amy while forced to watch her relationship with Reid grow more serious; Andy advises a patient who desperately needs a kidney transplant, but refuses to accept one from his daughter; and Bright is at a loss at how best to help Hannah through this difficult time.
- As if adjusting to college life and the news that her secret crush, Reid, is gay weren't enough to handle, Amy learns that Ephram is going to be a regular fixture in her life now that he's moved in with Bright and Reid. Meanwhile, Andy, Nina and Jake attempt to move on with life after Nina decides which man she loves. Bright and Ephram take Hannah to a college party.
- Andy puts his foot in his mouth by picking a fight with Everwood's patron saint, Amanda Hayes, who, unknownst to Andy, has been caring for her profoundly disabled husband for the past five years. Meanwhile, Jake surprises Nina by asking her out on a date; Ephram and Bright realize their friendship may have grown too far apart to salvage; and neurotic-as-ever Dr. Abbott struggles to come up with a medical invention after learning that Dr. Brown and Dr. Hartman have successful inventions of their own.
- Andy worries that Ephram is beginning to question himself and his chances of getting into Julliard after he applies to a college in Colorado as a back-up plan. Similarly, Harold has concerns of his own when Amy informs him that she's not applying to the school they always dreamed of her attending, Princeton, because it would take her too far away from Ephram. Meanwhile, Andy jumps head first into helping Amanda and her disabled husband with a new therapy involving music, but it may be too much and too fast for Amanda; and Edna and Irv's marriage hits a rough patch after Irv loses his job and they contemplate their future together.
- Amy confides to Bright that she may have developed feelings for Ephram, but Bright begs her to have mercy on poor Ephram, who is still nursing a broken heart from his recent break-up with Madison. Meanwhile, when Linda's HIV status is accidentally revealed to her patients, Dr. Abbott faces a potential malpractice suit, and Andy is forced to come clean with Ephram, who doesn't take the news very well.
- Andy and Amanda decide that it's time to tell Delia and Charlie about their relationship before they hear about it elsewhere, but Charlie's emotional reaction makes them question what they're doing. Meanwhile, when Hannah doesn't jump at the opportunity to go on a date with a really cute guy from school, Amy is convinced that Hannah is misguidedly saving herself for Bright, and Nina questions whether Sam is going to be hurt again if her relationship with Jake doesn't work out.
- On a church ski trip chaperoned by perpetual party pooper Dr. Abbott, Amy and Colin share their first kiss since the surgery; Ephram finds himself intrigued by Colin's younger sister, Laynie, who has recently returned home from boarding school; and Bright attempts to get to the next base with his girlfriend. Meanwhile, Andy hesitantly agrees to attend a singles mixer with the recently divorced Reverend Keyes.
- With Hannah leaving for Minnesota in a few days with her mother, Diane, Bright and Amy find themselves taking Hannah's pending departure harder than even they expected.