Wishbone is a children's television show. The show's title character is a Jack Russell Terrier of the same name. Wishbone lives with his owner Joe Talbot in the fictional modern town of Oakdale, Texas. He daydreams about being the lead character of stories from classic literature He was known as "the little dog with a big imagination". Only the viewers and the characters in his daydreams can hear Wishbone speak. The characters from his daydreams see Wishbone as whatever famous character he is currently portraying and not as a dog.

In the dusty town of Chaparosa, Texas, one one knows how to tame the land better than Long Bill Longley and his best friend Tom Merwin. But, can our two heroes tame the resident bad guy, Calliope Catesby, before he destroys the town? Meanwhile, In Oakdale, Wanda Gilmore has also become quite a hero. That is, until a sneaky TV reporter tries to paint her as the town tyrant. Will Wishbone and his friends come to Wanda's rescue before it's too late! Or will Wanda watch her reputation ride off into the sunset?

"The Legend of Sleepy Hollow" dominates as Halloween comes to Oakdale. Wishbone imagines himself as Ichabod Crane while Joe and his two schoolmates participate in Oakdale's scavenger hunt.