Holly is introduced at the outset of the series as one of the best friends of Summer Roberts and Marissa Cooper. After the fashion show, Holly holds a party at her house as a reward for their good work for charity. She tells Summer that she thinks Ryan Atwood is cute. At the party, people are doing drugs and drinking alcohol. Holly is then seen with Summer carrying Marissa, who has passed out due to alcohol. They can't find Marissa's keys and don't want to wake her parents, since her dad will go ballistic, so they leave Marissa passed out on her driveway.

Holly holds Summer's birthday party at her house. However, Marissa doesn't attend because she is in the model home with Ryan. Holly is later seen holding another party at her house. Summer tells her that she hopes Holly's parents never come home. She also says that she heard Ryan is a total psycho.

Holly is later seen at the dance practice for Cotillion. After practice, she approaches Marissa, who is talking to Seth Cohen and Ryan Atwood. She tells them that she is holding a party at her house, which she does every year for cotillion. Seth says she didn't do it last year, and she tells him that she did. This means that Seth wasn't invited. Later, Holly is seen with her father Greg Fischer buying things for her party. They run into Marissa's dad, Jimmy Cooper. Privately, Greg informs Jimmy that he wants to invest in a company and needs to pull $250,000 out of their investment account. Jimmy tries to talk him out of it by telling him that the market is about to turn around.

Holly is then seen at the party talking to Summer. Summer tries to get her to trade escorts for Cotillion, but Holly won't switch. Then she is seen at Cotillion.

Her father, Greg, discovers that Jimmy Cooper has been stealing money from his clients, a revelation that leads him to punch Jimmy at Cotillion in front of everyone.

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