When Neurotic, struggling songwriter, Catherine Brown's life in New York City falls apart, she is forced to confront her past when she spends the summer at her childhood home in Woodstock.
| Actor | Role |
|---|---|
 Allison MillerCatherine Brown | Catherine Brown |
 James WolkNoah Bernstein | Noah Bernstein |
 Katey SagalLee Ann | Lee Ann |
 Rumer WillisEmily | Emily |
 Brittany SnowJody | Jody |
 Ryan GuzmanDylan | Dylan |
 Jason RitterGarret | Garret |
 Alexie GilmoreSally | Sally |
 Richard RiehleMr. Harmon | Mr. Harmon |
 Anna SchaferRyan | Ryan |
 Richard Alan ReidRon Kleynerman | Ron Kleynerman |
 Finesse MitchellAlex | Alex |
 Sean McNabbBiker | Biker |
 Kate LaceySally | Sally |
 Jim KlockFrank | Frank |
| SSpencer FallsJared | Jared |
 Vanessa DubassoFrench Girl | French Girl |
| RRoger MatthewsActing Coach | Acting Coach |
| SSteven ShawHomeless Pete | Homeless Pete |
 Ron McCoyBiker | Biker |
| JJoshua Aaron Randall EmbryBand Member | Band Member |
| EEric Martin SullivanBand Member #3 | Band Member #3 |
| TTheodore Alexander LennonBand Member #2 | Band Member #2 |
| MMichael Vaughn MontgomeryBand Member #4 | Band Member #4 |
| CChris FisherTurner | Turner |