Timothy Goes to School primarily focuses on a young enthusiastic anthropomorphic raccoon named Timothy (voiced by Austin Di Iulio), who attends kindergarten at a fictional place called "Hilltop School" along with ten other students (each of which are of different animals except for the Frank Twins and Claude).

The kindergarten class is taught by Mrs. Jenkins, a comforting teacher who enjoys educating and helping her students.

A majority of the characters were taken from other Rosemary Wells stories such as Shy Charles, Fritz and the Mess Fairy, Noisy Nora, and the Yoko and Friends: School Days book series.

There are several notable adults and relatives (mainly the children's parents and siblings), though many only appear in a couple of episodes.

The fathers of Yoko, Fritz, and Lilly are never seen in the show, as well as the mothers of Claude and the Franks.

"The Greatest" – Because he found Nora's pet iguana, Timothy is forced to help all the children.

"The Shutterbug" – Timothy brings a camera to the school, but when he takes his pictures, he thinks that none of the photographs are precise enough to be put in an album.

"My Family" – Nora is tired of having her baby brother Jack, but she soon learns what fun an infant sibling can be.

Timothy Goes to School was first premiered on September 30, 2000, and aired its final episode on January 26, 2002.

In foreign countries, the show also aired on the United Kingdom's digital TV channel Tiny Pop, Israel on Hop!

under the Hebrew title "טימותי הולך לבית הספר", in the Middle East on Almajd TV Network, and in Latin America on ZAZ.