The Roundup gang is about to be sold to the Konishi Toy Museum in Tokyo, Japan, but due to Buzz Lightyear's interference as part of his rescue mission, Woody, Jessie, and Bullseye go back to Andy's house while the Prospector ends up with a little girl named Amy. However, Al's Stinky Pete is much wiser and became bitter from being an unsold toy for several years. On Woody's Round Up, he is a joke character: a friendly bumbling fool that normally injures himself from his stupidity.

Most of the gang shared personalities similar to their 'real world' counterparts owned by Al, with the biggest exception being Stinky Pete. Assorted 2-D critters such as rabbits and deer.Sheriff Woody, the sheriff and main character.“ Look, the thing is, I'm a rare Sheriff Woody doll, and these guys are my Roundup gang.” ―Woody attempts to tell Buzz Lightyear about his Roundup gang

The final episode ended on a cliffhanger at the Grand Canyon that, according to Stinky Pete, was never resolved, yet Woody and company remained pretty sure that it was indeed 'Woody's finest hour.' However, the show was prematurely canceled after the launch of Sputnik 1 that made westerns less popular with kids, as Stinky Pete declared that 'once the astronauts went up, children only wanted to play with 'space' toys' and Woody remarks on how he know how that feels (referencing his jealously towards Buzz from the first film). In the film, the show ran from 1949- 1957 and gained a great deal of popularity, especially for its lead character, Sheriff Woody. It is also the show's opening theme song performed by Riders in the Sky. It is sponsored by a cereal brand called Cowboy Crunchies. Woody's Roundup is a fictitious puppet show-within-a-show in the 1999 Disney/ Pixar animated film, Toy Story 2. Not to be confused with Woody's Round-Up (attraction).

Toy story 2 live action