Oswald and Weenie try to get ice cream from Johnny Snowman's ice cream truck but they miss it, so they walk all around town trying to catch up to the truck.
Oswald, Weenie, Henry and Daisy go camping in the park but it begins to rain so they rush back to Oswald's apartment and camp there instead.
Oswald finds a polka dot umbrella and though he tries many times to get rid of it, it keeps finding him. But in the end it really comes in handy.
Oswald hosts a tea party for Henry and Daisy but when Weenie eats one of the marshmallows for Henry's hot cocoa Oswald goes to the candy store and encounters many adventures in trying to make his way back to the tea party.
After listening to Oswald play his piano Daisy wishes she could play an instrument so Oswald takes her to the music store where she tries out different instruments.
Weenie's favorite toy, a ball of yarn, bounces out of Oswald's apartment. Oswald and Weenie chase after it as it entangles several of their friends along the way.
Oswald goes to the dump to get rid of extra stuff. Along the way he gives it all away to other people and finds more stuff he wants at the dump.
Oswald and Weenie make a birdhouse together with suggestions from friends.
Henry has a feather sticking out on top of his head but is scared to go to the barber since he's never had a haircut before.
Oswald buys a pet fish that he names Flippy because of the flip that she does, jumping out of her bowl and splashing back in it. Unfortunately, Flippy keeps overeating and growing bigger and bigger. So Oswald and Weenie take her to the aquarium, where she becomes a big star at the dolphin show.
Oswald and the gang go to the beach.
Oswald is the judge of the Annual Big City Sand Sculpture Contest.
