Andy and Amanda (guest-star Anne Heche) decide that it's time to tell Delia and Charlie (guest-star Shane Haboucha) about their relationship before they hear about it elsewhere, but Charlie's emotional reaction makes them question what they're doing. Meanwhile, when Hannah (Sarah Drew) doesn't jump at the opportunity to go on a date with a really cute guy, Topher, from school, Amy is convinced that Hannah is misguidedly saving herself for Bright.
Nina questions whether Sam (guest-star Jimmy Bennett) is going to be hurt again if her relationship with Jake (Scott Wolf) doesn't work out. Lastly, we flashback to Amanda (Anne Heche) and John earlier in their marriage of a more happier time with their son Charlie, right before he has his stroke.
Dr. Andy Brown's seemingly perfect life was shattered when his wife, Julie, washuged in a tragic car accident. Prior to the accident, Andy was a world-famous neurosurgeon who often put his career before his family life. Now, Andy must single-handedly raise his two children, Ephram and Delia. In order to do so, Andy moved his family from New York City to the quiet, yet charming town of Everwood, Colorado.
In Everwood, Andy opened a free clinic, much to the dismay of most of the citizens. However, Edna Harper saw something in Andy that no one else saw and applied to be Andy's nurse and office manager. Andy was also well received by Irv, Edna's husband, and his new next-door neighbor, Nina Feeney. But along with the warm welcomes came the less than pleased individuals, including Dr. Harold Abbott, who forbade his wife Rose, and children, Amy and Bright to be around Andy or his children.
But regardless of such warnings, Amy quickly befriended Ephram, who instantly fell in love with her. Over the years, the two have formed a friendship, and for awhile, they even managed to be more than just friends. Ephram also formed an unlikely bond with Bright, and the two remain close friends, and recently have become roommates. Over time, Harold warmed up to Andy, and the two are now partners. However, despite the picturesque appearance of Everwood, the residents are faced with hardships and drama, including cancer, drug addiction, secret affairs, and tragic passings all while trying to live a quiet life in a small town.