It's time for the annual Dooley family reunion and Dooley matriarch Meemaw's 100th birthday celebration. But teenaged Billy is welcomingly distracted from wacky relatives and the ultra-competitive family games by a mysterious runaway named Samantha. In the meantime, Meemaw, does some running away herself.
| Actor | Role |
|---|---|
 Melissa Joan HartSamantha | Samantha |
 Jason MarsdenBill Dooley | Bill Dooley |
 David L. LanderVarious Jamesons | Various Jamesons |
 Romy WalthallGrace Dooley | Grace Dooley |
 Marcia StrassmanMargaret McKenna | Margaret McKenna |
| SSusan FrenchMeema | Meema |
 Jo Anne WorleyAunt Kate | Aunt Kate |
 Dody GoodmanGrandma Dotty Dooley | Grandma Dotty Dooley |
 Peter BillingsleyMark McKenna Jr. | Mark McKenna Jr. |
 Gerrit GrahamMark McKenna Sr. | Mark McKenna Sr. |
| MMeghann HaldemanConnie Dooley | Connie Dooley |
 Sara RueJacquelyn | Jacquelyn |
 Joe FlahertyKevin Dooley | Kevin Dooley |
 Alley MillsPortia | Portia |
 Norman FellGrandpa Joe Dooley | Grandpa Joe Dooley |
 Shannon WoodwardLeigh Dooley | Leigh Dooley |