When their neighbor Mrs. Teaberry hurts her foot, Mr. Putter and his cat Tabby agree to walk her dog for a week, not knowing what they are in for.

Mr. Putter thinks he is too old to celebrate his birthday, but when he remembers some of his past birthdays, he changes his mind.

Mr. Putter and Tabby find they are not the only ones awake when they go for a walk at midnight to cure Mr. Putter's pineapple-jelly-roll-induced insomnia.

While enjoying autumn weather and activities, Mr. Putter, realizing how much he misses going to school, takes his cat Tabby, their adventurous neighbor, Mrs. Teaberry, and her cake-loving dog Zeke to "Show and Tell."

Mr. Putter and his cat Tabby take time off from napping to play on the Yankee Doodle Dandies baseball team.

When Mr. Putter and Tabby take Mrs. Teaberry to the Conservatory for her birthday, Zeke tries his best to stay out of trouble, but one of the trees is irresistible.