Monday, November 2, 2026
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Season 5

One Tree Hill

Season 5

  • 2008

The show leaps forward four years and the Tree Hill gang has graduated from college. Some have found success while others have failed. Some are the same, some are very different. Lucas has written and published a book, Brooke has made it big in the fashion industry, Peyton is pursuing a career in the music business, and Nathan and Haley continue to raise a now older James.

  1. 4 Years, 6 Months, 2 Days Episode 1 4 Years, 6 Months, 2 Days January 8, 2008, 42 min It's four years into the future and the Tree Hill gang has finished college. Now, their lives have taken completely different directions. Lucas has written and published a book, Brooke…
  2. Racing Like a Pro Episode 2 Racing Like a Pro January 8, 2008, 42 min Haley tries to make Nathan understand what is going to happen if he doesn't change his ways. Lucas and Skills prepare James to compete in a race-car competition. Meanwhile, Brooke…
  3. My Way Home is Through You Episode 3 My Way Home is Through You January 15, 2008, 42 min Now that Peyton and Brooke are back in Tree Hill, Lindsey worries that the two might threaten her and Lucas' relationship. Meanwhile, Nathan visits Dan in prison (his first visit…
  4. It’s Alright Ma (I’m Only Bleeding) Episode 4 It’s Alright Ma (I’m Only Bleeding) January 22, 2008, 42 min Peyton wants Haley to work with Jason on his music but he refuses to. Mouth is involved in a relationship with his boss and age is a factor in it.…
  5. I Forgot to Remember to Forget Episode 5 I Forgot to Remember to Forget January 29, 2008, 42 min In this flashback episode, memories are looked back upon. Lucas surprises Peyton in Los Angeles and they talk. He asks her something and is left with a surprising answer. Meanwhile,…
  6. Don’t Dream It’s Over Episode 6 Don’t Dream It’s Over February 5, 2008, 42 min It's confrontation time in Tree Hill, as Lucas confronts Peyton about her nasty behavior towards Lindsey and Brooke must confront Victoria about meddling with Peyton's record label. Meanwhile, Nathan begins…
  7. In Da Club Episode 7 In Da Club February 12, 2008, 42 min The Honorary Title performs at Tric and Mia plays her song there as well. Carrie tries to get closer to Nathan. Brooke sets Mouth up on a blind date with…
  8. Please, Please, Please Let Me Get What I Want Episode 8 Please, Please, Please Let Me Get What I Want February 19, 2008, 42 min Brooke continues to pursue Owen. Haley sees something happening in Peyton's office. Quentin needs to change his negative approach in order to succeed in the season-opening game. Mouth tries to…
  9. For Tonight You’re Only Here to Know Episode 9 For Tonight You’re Only Here to Know February 26, 2008, 42 min Haley, Brooke, Peyton, Lindsey and Mia get locked in the Tree Hill High library on the night of the Ravens' first game. Also Brooke tries to stand up for her…
  10. Running to Stand Still Episode 10 Running to Stand Still March 4, 2008, 42 min Brooke runs into someone from her past while on a trip to New York with the Tric bartender, Owen. Nathan and Lucas attend Dan's hearing while they try to protect…
  11. You’re Gonna Need Someone on Your Side Episode 11 You’re Gonna Need Someone on Your Side March 11, 2008, 41 min On the eve of Lucas and Lindsey's wedding, they conspire to save Nathan and Haley's marriage. Brooke pairs Peyton with an old boyfriend, while Rachel and Dan return to Tree…
  12. Hundred Episode 12 Hundred March 18, 2008, 41 min On Lucas and Lindsey's wedding day, Peyton must choose between intervening and losing Lucas forever. Nathan uses the event to try to mend his marriage to Haley. All are shocked…
  13. Echoes, Silence, Patience and Grace Episode 13 Echoes, Silence, Patience and Grace April 14, 2008, 42 min Lucas picks up the pieces after being left at the altar by Lindsey, while Nathan and Haley deal with the repercussions of Jamie's abduction. Dan is free for now, but…
  14. What Do You Go Home To? Episode 14 What Do You Go Home To? April 21, 2008, 41 min Nathan and Haley have learned from the mistakes with the nanny, so they decide to interview potential nannies or mannies, but it goes in a completely different way. Meanwhile Brooke…
  15. Life is Short Episode 15 Life is Short April 28, 2008, 41 min Nathan and Haley throw a birthday party for Jamie. Deb hired a clown, and Haley is not happy with it since it's a creepy one. Lindsey returns to Tree Hill…
  16. Cryin’ Won’t Help You Now Episode 16 Cryin’ Won’t Help You Now May 5, 2008, 42 min Lucas investigates Dan's heart condition. Haley struggles with letting Dan into Jamie's life. Peyton also still struggles with her guilt over Lucas' breakup and Mouth finally gets the chance to…
  17. Hate is Safer Than Love Episode 17 Hate is Safer Than Love May 12, 2008, 42 min Lucas is crushed by devastating news. Quentin is pushed to his limits during a Ravens game. Dan's is second on the donor recipient list to get a new heart. Haley…
  18. What Comes After the Blues Episode 18 What Comes After the Blues May 19, 2008, 42 min The Tree Hill residents are forced to face their fears as Dan turns over on a new leaf and Brooke taking the hardest decision of her life. In the meantime,…