Winnie first appeared in a Walter Lantz short, Real Gone Woody. In that short Winnie had a date with Woody but Buzz Buzzard stopped Woody beacuse he wanted to go on a date with Winnie. She decides to take them both on a date, which causes a fight between the two birds. At the end, she rejects both of them and runs off with a singer bird.
She also appeared in International Woodpecker as the caveman woodpecker's girlfriend and as Fifi from Paris.
The New Woody Woodpecker Show years
Winnie later appeared in The New Woody Woodpecker Show along with Woody, Chilly Willy, Splinter and Knothead, Wally Walrus, Miss Meany and Buzz Buzzard. Winnie Woodpecker made part in her own segment (like Woody, Chilly Willy and Splinter & Knothead). She changed his design. Unlike the original Walter Lantz series, she is Woody's best friend instead of his girlfriend.