Dylan's generous wedding gift of two open-ended airplane tickets vexes both Kelly and Matt who consider moving to Seattle for Matt to interview for a job at a prestigious law firm. Meanwhile, Steve and Janet receive an offer by a businessman to buy their newspaper which Janet will run it where as Steve will not which sets both of them to try out a trial run of Steve being with baby Maddy for a week while Janet runs the office. Donna tells David that she wants to keep their relationship strictly platonic, while Donna's mother, Felice, tells her that she has decided to put the family house up for sale. Also, Noah meets Ellen's family which includes her mother and Ellen's six-year-old, out-of-wedlock daughter.

Camille returns to town after a long vacation with hope of reconciliation with David, unaware of his returning feelings for Donna who finds Camille's presence uncomfortable. Meanwhile, a reported surfing accident in Dylan's area makes Kelly searching for him thinking that he may be dead. When the rumor is false and Dylan turns up alive, Kelly ponders her hidden feelings for him. Janet is offered a better editing job away from the Beverly Beat which makes Steve wary over this turn of events. Also, Noah meets with Ellen again to try to work out their differences and start anew.

After David proposes marriage to Donna, both of them contemplate the matter and finally make a big decision. With Janet's career as a junior editor for the new owner of the Beverly Beat taking off, Steve become conflicted about being an unemployed stay-at-home father for baby Maddy. Kelly, while trying to open her independent public relations company, must make her own final decision on marrying Matt to console him after he learns that his brother in New York has suddenly died, and an uncertain-of-himself Dylan after he gets his college diploma. When Kelly tells Matt that she cannot marry him out of uncertainty, he lets the slip about his one-night stand during the desert road trip. Also, Noah contemplates commitment to Ellen and her daughter, but when he feels he's not ready, he breaks up with Ellen for good.

David and Donna announce their engagement in which all of their friends rush to give them the perfect wedding with Donna's mother, Felice, and Kelly's mother, Jackie, taking over the arrangements and Nat catering for the ceremony and agreeing to escort Donna down the church aisle. Meanwhile, Steve asks Janet to help him form their own publishing company so they both can have time for baby Maddie. Noah returns to Ellen and tells her that he has decided to give their relationship a second chance. At Donna's pre-wedding party, Kelly, Janet, Felice and Jackie are in attendance as well as friends from their past who include West Beverly High principal Mrs. Yvonne Teasley, as well as Andrea Zuckerman and even Valerie Malone. At David's bachelor party, Steve, Noah, Dylan, Nat, and David's father Mel attend the gathering as well as Steve's stepbrother Ryan and former KEG fraternity brother Munz, except for Brandon Walsh who sends his regards to everyone via videotape. The day of the wedding goes without a hitch and at the end, Matt shows up briefly to tell Kelly that he has decided to move back to New York, and she goes back to try to renew her relationship with Dylan.