Air date: 3/16/04
Kerry gets a job at an embarrassing fast food restaurant at the mall to make money for her trip to Europe. Grandpa wants to pay his fair share at Cate's house and also gets a job there. However, Kerry might have to fire her grandfather for treating customers with disdain at the fast food restaurant. C.J. busts Bridget for going into the wrong movie theatre at the mall, interrogates her and tries to ban her from the mall (which he can't do). His supervisor (Inny Clemons) tells him that all he had to do was charge Bridget admission and let her go. Rory sells items on the Internet, but Cate gets angry when he sells too much.
Let's Keep Going – Pt. 1
Air date: 3/30/04
After deciding not to go on vacation to cabin at the lake, Cate forces Bridget and Kerry to fly out to visit Grandma Laura in Sarasota instead of attending the Maeve Festival, believing the festival to contain "sex, drugs, and rock and roll". However, on their way to the airport in Kyle's car, they spot Cate hugging a mysterious stranger at their dad's favorite bar. Meanwhile, Rory, even though he is dating Missy Kleinfeld, develops an interest in Rachel Sharpe.
Let's Keep Going – Pt. 2
Air date: 4/6/04
Upset and confused over their mother's actions, Bridget and Kerry decide not to go to grandma's, and instead take a road trip to sort out their feelings. Along the way they pick up C.J., who was attacked by women at the Maeve Festival. While they were originally lost, they realize that they have in fact come to the cabin at the lake, a place Paul loved. Cate, Jim, Rory, and Kyle meet up with them and Cate tells them that the last time they were here, Paul tried carving the name Hennessey on a wall behind a picture before cutting his thumb. Cate removes the picture and everyone is amazed, but sad to see HI carved into the wall.
Air date: 4/20/04
Cate banishes C.J. and grounds Bridget for going to C.J.'s college keg party. Jim has to take a written drivers exam after being pulled over with an expired license. As Kerry is getting a license too, Grandpa tries to cheat off her, with unexpected results.
Air date: 5/4/04
Bridget and Kerry are up to something, and Cate is determined to find out what. She discovers that they were planning to send her away for a Mother's Day spa weekend, only to realise they were planning to throw a party while she was gone. Meanwhile, Rory sets up a Car Wash.
Air date: 5/11/04
Bridget gets in trouble at school, prompting a meeting between Cate and Principal who turns out to be an old schoolmate.
Finale – Pt. 1
Air date: 5/18/04
After forgetting to hand in a form for Kerry's trip to Europe, Cate is forced to deal with Principal Gibb again. Elsewhere, Cate also has to deal with Jim's relationship with Tina, who owns the bar where Cate sang "Daddy's Girl".
Finale – Pt. 2
Air date: 5/18/04
Kerry organises a sit-in to protest at frog dissection in school, and Bridget takes the blame so that Kerry will still be able to go on her trip to Europe in the summer. As a result, Bridget is elected student body president. Meanwhile Jim plans a summer road trip with Rory to Florida, where he hopes to win back his wife; C.J. deludes himself into believing that Steven Tyler wants him to be Aerosmith's roadie; this turns out to be true, but C.J., after Rory expresses his excitement about C.J.'s joining them, passes it up and joins Rory and Jim on their trip instead.