The fourth season begins with a nice wedding of an unexpected couple and kiss at the airport for couple Bright and Hannah in Everwood.

Nina finally chooses between the two men she loves - Andy and Jake while at Delia's behest. Amy develops a new friendship with college-age student Reid (guest-star Justin Bardoni) while waiting on her mother Rose at the hospital. Also, Amy and Rose find that Rose's cancer has driven them apart rather than brought them together. Bright flirts with a new girl who might become his roommate, but is more involved in knowing what girlfriend Hannah scribbled off the postcard that she sent to him. Lastly, Ephram makes an emotional return to Everwood just in time for an unexpected wedding.

Andy learns that Ephram has no intention of moving back home, while Bright invites Ephram to move in with him and Reid (Justin Baldoni). Meanwhile, Hannah (Sarah Drew) begins to worry about the long term possibilities for her relationship with Bright after he shares his "three dates and out" policy; Harold suspects Andy is up to something after he frequently goes missing from the office.

Nina and Jake have the grand opening for their new restaurant, Sam's. Nina is having a hard time convincing Everwood patrons on her new restaurant politics as "Mama Joys" is officially gone. But Nina gets some help when a couple of celebrities walk in and like her new establishment. Lastly, Ephram and Amy finally confront the unspoken fate of their relationship.

Ephram is back in town and is giving piano lessons at ECC now. Ephram begins his piano tutor session with a 13 year-old Kyle Hunter who has a major attitude. He doesn't want to play the "classical crap" though. He wants to go to Julliard, which Ephram finds funny but isn't as amused when he insults him a lot on his Julliard past. Nevertheless, once Kyle starts playing he is extremely good and Ephram is intrigued.

Bright tries to invite Ephram on a camping trip along with his dad Harold and Andy, but Ephram is reluctant even though he and Andy are doing a bit better. Ephram eventually does go though. Also, while Amy is working to get a play together she is mortified that her signals towards Reif were way off in her attempt to pursue a relationship with him. But they do eventually kiss.

Ephram meets Kyle's mother, Tracy and thanks Ephram for all he has done for him. She also sets insight on why Kyle is the way he is, which leaves Ephram more contented that Kyle is just like him. Jake treats a 40 year-old woman who has stress urinary incontinence - someone who keeps wetting themselves and having no control over it. Edna has been quite perplexed lately as Jake is opening up his private office more for surgical procedures and botox sessions.

Andy and Jake are in therapy together with a councillor as they have some issues to settle. Nina leaves them to debate.

Hannah's mother (guest star Jayne Brook, "Chicago Hope") 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 (guest star Justin Baldoni) grow more serious; Andy advises a patient (guest star Keith David, "Crash") who desperately needs a kidney transplant, but refuses to accept one from his daughter (guest star Gina Ravera). Lastly, Bright is at a loss at how best to help Hannah through this difficult time.

With Hannah leaving for Minnesota in a few days with her mother (guest star Jayne Brook, "Chicago Hope"), Bright and Amy find themselves taking the loss of their girlfriend and best friend, respectively, harder than even they expected. Jake sets out on a high-risk bike trip with his friend, Cliff (guest star Simon Rex), that takes a near fatal turn; Andy and Harold uncharacteristically decide to go skydiving after hearing of Jake's daredevil ways; and Reid (guest star Justin Baldoni) keeps his promise to Ephram and backs off from pursuing Amy, leaving her feeling all the more lonely.

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 them waking up together the next morning. Meanwhile, Nina grows suspicious of Jake's recent strange behavior, which is further amplified when his brother, Brian (guest star Tom Parker), shows up unexpectedly. Delia takes up with the popular girls in school, which worries Andy. Also, Bright tries to rectify Hannah's low self-esteem issues. Lastly, Rose drops some startling news on Harold, which could drastically change their lives.

Andy is harassing Ephram for being in community college and Kyle is in the room. Amy bonds with a cool teacher at Colorado A&M. She goes to a meeting about a search for the new Provost with a few other women invited by her cool new teacher.

Bright takes Ephram to one of the college keggers to help cheer him up for some reason, but Ephram ignores the girls who are flirting with him and the party as he's playing video games. Also, lonely Edna suffers a panic attack and is rushed to the hospital. Lastly, Delia grows more rebellious against her father. Harold and Rose consider adopting a child from Africa, but the process of it is a lot harder than they expected.

Andy consults Josh Stein, who's studying to become a rabbi. Josh also helps Delia with her Bat Mitzvah. Ephram supports Kyle, as his father comes to town. Amy's professor talks to Harold about a medical procedure. Andy is trying to go on a date with someone he met over the internet, but he has to postpone multiple times.

An eighteen-year-old girl wants Andy to check her for the breast cancer gene, as it runs in her family. The girl and her older sister (who already had cancer and a double mastectomy) go see Andy for the results. Bright and Hannah are out on a date when something happens to both of them, and they call Harold. Kyle doesn't want lessons from Ephram anymore, again.

Andy and Jake are having a little get-together before work when a car crashes into a lamppost in front of them. Both doctors immediately detect the person in the car had been drinking. Harold meets a member of Rose's cancer support group. Jake checks up on the drunk guy in the hospital and ends up having a good talk with him. Reid has a discussion with his academic counsellor. Amy takes Hannah out to a restaurant where she meets with her college friends.

Andy manages to get tickets for a piano concert he and Ephram attend. After, Ephram and the pianist talk about playing professionally. Bright meets a girl from his past again, which makes him think about his current relationship with Hannah.

Ephram discovers that Bright cheated on Hannah and confronts him about it. Irv takes Edna along on his book tour, where they meet his daughter Cassie. Reid is faced with expulsion from medical school for cheating on an exam. Harold confesses to Andy that he neglected to report Rose's cancer on the adoption application. Ephram tells Amy what happened with Bright, prompting her to confront him and force him to admit the truth to Hannah.

Ephram rescues Reid from attempted suicide as Reid suffers depression from finding out that he has been kicked out of Med School. Nina confesses to Andy that she still shares feelings for him. A necklace is passed between Harold and Bright as each try to apologize to Rose and Hannah.

Just out of the hospital and wanting to start his life over, Reid asks Amy out on a date. Amy talks a very reluctant Hannah into a double date with Amy's friend Nick, leaving Bright to deal with his pain and jealousy. Delia panics when her Bat Mitzvah falls on the same day as the birthday party of the most popular girl at school. Nina tries to deal with her confusing emotions over Andy and realizes she will have to make a decision when Jake asks her to move to Los Angeles with him. Harold points out to Rose that they were so caught up in the adoption procedure they've been taking each other for granted.

Andy's father, whom the Brown's haven't seen in 15 years, pays a visit to Everwood surprising Andy, Ephram and Delia. Ephram and Amy try to cheer Bright up and take him out to celebrate his 21st birthday. This ends badly when a drunk Bright falls through a window and ends up in hospital. Hannah rushes to Bright's side, leaving Nick behind on their date. Jake's big question last week, gets an answer from Nina as she has decided to move to LA. Andy is not happy about this. Edna and Irv decide to drive all over the country for their retirement.

Ephram reveals information about his dad to Nina that surprises her and adds a new twist to her inner Andy-or-Jake struggle; Andy finds more of a connection with his dad (guest star Charles Durning), who's still in town; Amy and Ephram recall a moment from their past that helps Amy realize that Ephram is always there for her. Lastly, Hannah and Bright come together as friends, realizing that there's still a close bond between them.

While packing up her house and preparing to leave Everwood with Jake, Nina tells Hannah that she knows Andy bought an engagement ring for her. Hannah convinces Nina to sneak into the house while the Browns are out to get a look at the ring. Later, Jake finds out about the ring and confronts Andy once again about his feelings for Nina. At Delia’s Bat Mitzvah, Amy watches Ephram with his new girlfriend Stephanie, and realizes her feelings for Ephram are still strong. When one of Harold’s patients leaves her baby on the Abbott’s doorstep, Harold wrestles with the right course of action while Rose immediately becomes attached to the little girl.

After their house has been sold, Nina and Sam temporarily move in with the Browns. Wanting to take care of an unresolved issue in his life before he can propose to Nina, Andy takes a mysterious trip. Bright learns that Hannah has received a scholarship to Notre Dame and is devastated at the thought that she may accept it. Edna upsets Harold and Rose when she reveals her plans to leave Everwood. Delia is thrilled with Andy’s belated Bat Mitzvah gift.