As Summer comes to a close, Joey and Pacey return to Capeside where they have to deal with Dawson and everyone's questions about their sexual activity.
Pacey finds out that he failed three subjects during his junior year and that he should of stayed in Capeside for summer school than go sailing. Joey gets a job at the yacht club by pretending to know some members. Henry e-mails Jack asking him to break-up with Jen for him.
The Lads -- Alone, Stew -- Cavity, Five Way Friday -- Homecoming, Say-So -- How Could We Know, Eels -- Packing Blankets, Five For Fighting
Pacey wants to celebrate improving his grades but Joey ends up getting roped into a project with Dawson and Drue so Jen volunteers to go sailing with Pacey. Andie has an interview with Mrs. Valentine for Harvard but Mrs. Valentine only wants to focus on Andie's mental condition. Pacey and Jen end up in trouble when bad weather suddenly moves in and Dawson and Joey rush to their aid.
Just about everyone is worried about their future after college. Joey worries that all her hard work might be for nothing when she finds out she is only fourth in her class. Drue throws a birthday party for Jen though her birthday is months away. Jack ends up with a season ending football injury. Joey gets drunk at Jen's "birthday" party.
Filibuster -- Backstreets, Wild Colonials -- Day Ditty, Medium -- Five Alive, Supreme Beings Of Leisure -- Never The Same, Julie Plug -- Please, Please (Stacy's Song), Train
-- Respect, Mike Plume Band -- Something To Say, Moxie -- Sorry, Crushing Velvet -- Sugar Star, Katie Reider -- What You Don't Know, Lori Carson -- You Won't Fall
Gail's surprise pregnancy shocks Mitch and Dawson but her decision to end the pregnancy is even more upsetting to Dawson. Dawson confides in Gretchen who realizes that she got pregnant a few month before but before she could have an abortion she had a miscarriage. Joey considers having sex with Pacey and Bessie finds her stash of birth control pills. Andie and Jack coach a youth soccer team and when one of the girls older sisters flirts with Jack, he reveals that he is gay causing a few parents to pull their kids from the team.
Verbow -- Crest Of Mary, Five Way Friday -- Everyone, Bright Blue Gorilla -- Feel The Movement, Pete Yorn
-- Just Another
The gang decides to go to a rave. Andie does not feel overly excited about getting into her dream school, Harvard. Later, Andie catches Jen holding the Ecstasy that Drue gave her and Jen explains that the drug can make you feel really good. Andie ends up take a tablet and Jen tries in vain to keep an eye on Andie at the rave. Andie ends up passing out from the mix of drugs in her system. Gail and Mitch tell Dawson that they are keeping the baby. Joey tells Gretchen that Dawson might have feeling for her and Gretchen confronts Dawson. Dawson tells Gretchen that he just wants to hang out as friends.
Songs: Chemical Brothers -- Block Rockin' Beats, Granian -- Far From Saved, Eva Cassidy -- Fields Of Gold, Poe -- Hey Pretty, Chemical Brothers -- Leave Home, Symbiosis -- Protocol, Chemical Brothers -- Setting Sun, OneMusic Library -- So In Love
Joey has to choose between Dawson and Pacey yet again for a peer review recommendation for a college application. Andie's dad suggest that she take the rest of the school year off and visit Italy. Jack refuses to forgive Jen for her role in Andie taking Ecstasy. Drue gets Jen and himself in trouble for the drugs and they are sentenced to community service.
Jack, Pacey and Dawson all come together to do the best senior prank-ever.
Dawson tries to rediscover his love for film making and seeks advice from Mr. Brooks. Joey brings Pacey to a dinner party hosted by a top college where she applied. Gretchen convinces Gail and Mitch to host their annual Christmas party saying that she will take care of everything. Grams and Jack take matters into their own hands when Jen delays applying for college.
Songs: The First Noel -- Adam Fields (Composer), String Quartet In C Major "Emperor" -- Franz Joseph Haydn (Composer), String Quartet No. 15 -- Franz Joseph Haydn (Composer), Sorry Charlie -- Hathaway, Piece of Soul -- Katie Reider, Jingle Bells -- Mark Shane, Have Yourself A Merry Little Christmas -- Mary Beth Maziarz, Souvenirs -- Say-So, Love Came Down At Christmas -- Shawn Colvin, Christmastime -- Smashing Pumpkins, O Holy Night -- Sue Medley, The Christmas Song -- Vikki Carr, Teenage Dirtbag -- Wheatus
Joey is overwhelmed dealing with the B&B, Alexander, school work and her feelings over seeing Dawson and Gretchen kiss. Dawson begins his documentary on Mr. Brooks. Jen brings Jack to a gay/straight alliance meeting where he butts head with the leader. Dawson and Gretchen both try to ignore their feelings over their kiss.
Songs: Don't Need A Reason -- Beth Orton
Dawson decides to be upfront to Pacey about his feelings for Gretchen. During a road trip to retrieve Gretchen's car, Pacey tries to get Gretchen back together with her ex-boyfriend unaware that he is a complete jerk. Dawson is surprised that Mr. Brooks and Grams are pursuing a relationship even though they are both aware of his failing health. Drue and Joey get locked in the country club storage closet.
Songs: Broken Boy -- Michal, If I Am -- Nine Days, Want Me -- Red Delicious, Siren -- Red Delicious, Nocturne -- Red Delicious, I Think God Can Explain -- Splender, Love Is The Movement -- Switchfoot, Understand -- The Lads
Pacey is less than thrilled when Joey surprises him with a family birthday dinner which turns into a make fun of Pacey event. Jen continues her community service by driving drunk young adults home and ends up working with Tobey who is volunteering.
Songs: Rock Out -- 6X, Jello -- Arlibido, Lean On Me -- Beth Orton, Night and Day -- Ella Fitzgerald, Camelot -- Sweetsalt, Loving You -- Tammy Raybould
Joey is roped into going on a double date with Drue and a country club regular in order to get time off for an upcoming senior class trip. Pacey wonders when he and Joey will take the next step in their relationship. Mr. Brooks has Dawson sign papers telling him it is just to allow Dawson to get his medication which he has stopped taking. Dawson has an evening out with Gretchen and her friends which calls attention to their age difference. Tobey uses tutoring young kids to get closer to Jack.
Songs: Hopeless -- Dionne Farris, Firecracker -- John Lardieri, What A Wonderful World -- Louis Armstrong, Waiting For A Sign -- Mary Beth Maziarz, Give You The World -- The Flying Cordovas
Dawson is entrusted with making a very adult decision about Mr. Brooks. Joey, Pacey, Jack and Jen attend their senior class ski trip. Joey finally makes a decision about taking the next step with Pacey. Jen and Jack nearly make a big mistake.
Songs: Impossible -- Brian Charles, Dumb Love -- Brian Charles, Summer Of '69 -- Bryan Adams, Sugar Star -- Crushing Velvet, Hideaway -- Epstein's Mother, How Does It Feel -- Radford, Sucker For The Count -- Revelation Darling, Do It Again -- Splytz, Takes My Breath Away -- Tuck & Patti
Joey and Pacey deal with having sex for the first time together. Jen is sent to see a psychiatrist after getting caught drinking on the class trip. Dawson deals with Mr. Brooks death.
Songs: Heart And Soul -- Bruce Patch, Color Blind -- Counting Crows, But Not For Me -- Elvis Costello, In The Sun -- Joseph Arthur, The White Trash Period Of My Life -- Josh Rouse, Spectre Chase -- King Lear Jet, They Can't Take That Away From Me -- Lisa Stansfield
Jen becomes obsessed with finding out more about her therapist's personal life and enlists Jack in helping her spy on him. Drue rigs the senior class polls to make Dawson and Joey win class couple. Gretchen finds out that Joey didn't tell Dawson the truth about her and Pacey.
Songs: Windows -- Amy Cook, Laughter -- Josh Rouse, In Metal -- Low
Joey gets accepted to Worthington but finances may stand in her way. After Dawson makes Joey an offer to give her the money Mr. Brooks left him she admits to him that she lied about sleeping with Pacey. Jen continues to deal with her past in New York while trying to decide what college to attend. Dawson gets accepted to USC.
Songs: More Than This -- Anne McCue, The Sound Of Fear -- Eels, Bye Bye -- Marcy Playground, Chemistry -- Semisonic
Jen and Joey head to New York City for senior ditch day where Jen takes the opportunity to confront her father. Dawson and Gretchen head out on a road trip but end up stranded when their tire blows. Pacey ends up skipping out on his tests at school to spend time with Drue.
Songs: Sweet Jane -- Cowboy Junkies, Love In 2 Parts -- Erin McKeown, The Preacher -- Frostbit Blue, You Belong To Me -- Hypnogaja, The World Is Crazy -- John Campbelljohn, I Can't Wait To Meetchu -- Macy Gray, Bring You Down -- Red Delicious, Last Lament -- Susan James, Sad Eyed Woman -- Tricky Woo, Show Me -- Vanessa Daou, Letters From The Wasteland -- Wallflowers
Gail is two weeks overdue but her and Mitch still cannot decide on a name for their baby. Joey worries that she may be pregnant when she is late. Pacey lies about going on a fishing trip with his brother. Gretchen has an interview for a magazine in Boston. Tobey is attacked.
Songs: Forever Young -- Joan Baez, Why Walk When You Can Fly? -- Karen Blake, Family Circus -- Micah Green
Senior Prom becomes a turning point for the gang. Pacey and Joey's relationships shows its cracks. Gretchen makes a decision about her future. Jen tries to self medicate herself with booze.
Songs: Take My Hand -- Dido, Talk Show -- Dig Deeper, Sundrop -- Ego, Ruby's Gone -- Eva Trout, Whadify -- Everett Bradley, You're An Ocean -- Fastball, I've Changed (Alternate Version) -- Josh Joplin Group, When We Collide -- K.D. Lang, Aftershocks -- Mary Beth Maziarz, 20one -- Sid Six, Roses Around My Feet -- Tish Hinojosa, Wonderful Thing -- Vagabond Lovers
Jen finds out the Grams plans to sell her house and move into a retirement home to help pay Jen's college tuition. Gretchen makes plans to take a road trip before returning to school and Dawson considers going with her. Pacey gets a summer job offer from a Dean at Worthington.
Songs: Windows -- Amy Cook, Waiting For My Real Life To Begin -- Colin Hay, Write Me A Song -- Edwin McCain, Show Me Heaven -- Jessica Andrews, Around And Around -- Mark Kozelek, Dead Yet -- Mud'l Head, One Small Year -- Shawn Colvin
Joey has trouble writing her commencement speech until Bessie gives her a letter from their mother. Pacey is in danger of not graduating if he doesn't pass his final. Drue recruits Jen for one last senior prank. Andie returns to Capeside for Graduation.
Songs: Dream Too Small -- Amy Dalley, Pinch Me -- Barenaked Ladies, If -- Dragmatic, Fields Of Gold -- Eva Cassidy, Good Mother -- Jann Arden, If It's Hurting You -- Robbie Williams
Dawson and his dad argue when Dawson wants to spend his final night before leaving for USC film school with his friends. Joey and Dawson have a hard time coming up with words to say goodbye. Pacey settles into his summer job and calls Dawson to wish him luck.