Toy Story Characters Debut at Diamond Horseshoe for Jessie’s Roundup

Toy Story Favorites Take Over Diamond Horseshoe for Jessie’s Roundup

For the first time in over two decades, the curtains are finally rising again at the Diamond Horseshoe! The historic venue is roaring back to life with Jessie’s Roundup, a brand-new show debuting just in time for Walt Disney World’s “Cool Kids’ Summer.” The exciting new addition is part of a park-wide celebration to gear up for the highly anticipated release of Toy Story 5.

Related – Disney’s Animal Kingdom Debuts NEW Cool Kid Summer Maps

Keep an eye out for the new storefront signs marking the “Cool Kids’ Summer” event, proudly presented by Babybel! Guests can catch the excitement daily from 9:30 a.m. to 6:00 p.m.

Welcome to Jessie’s Roundup!
This summer, mosey on over to Magic Kingdom’s Diamond Horseshoe for a Toy Story-inspired hoedown the whole family will love. Jessie, Woody, Bullseye, and the rest of the gang are hosting a rip-roarin’ roundup packed to the brim with singing, dancing, interactive games, and playful surprises.

This marks a massive milestone for the historic venue, which hasn’t hosted a regular show in over two decades. The stage was last occupied by Goofy’s Country Dancin’ Jamboree, which ran from 2003 to 2005 following the closure of the legendary Diamond Horseshoe Revue on February 1, 2003. As an opening-day attraction for the Magic Kingdom, the Diamond Horseshoe has a rich history, making this high-energy comeback even more special.

Stepping inside the Diamond Horseshoe feels like stepping right into Woody’s Roundup—the fictional television show from Toy Story 2 that first introduced us to Woody, Jessie, and Bullseye. However, there’s a new sheriff in town! Since Woody handed over his badge at the end of Toy Story 4, the ranch now officially belongs to Jessie.

The venue is packed with incredible details for Pixar fans. Just off-stage, a themed marquee introduces the event’s star performers: The Roundup Ropers and Dusty Strings. Encircling the stage are colorful cutouts of the classic TV show’s woodland critters. If they look familiar, it’s because Disney Parks fans will recognize them as the virtual prize icons from the Toy Story Mania! attraction!

Jessie’s Roundup keeps the energy high by alternating between two distinct, 15-minute performances. The first is a high-octane spectacle starring Woody and Jessie. Right at the start, Jessie welcomes the crowd by saying, “We may all be strangers now, but when we’re done we’ll be friends, each and every one!” This heartwarming line is actually a brilliant easter egg for Disney history buffs—it nods to the opening lyrics of “Hello Everybody” from the classic Golden Horseshoe and Diamond Horseshoe Saloon Revue shows of the past.

This portion of the show features cast members and characters dancing to iconic Toy Story tracks, complete with plenty of crowd interaction. Woody and Jessie even step off the stage to mingle directly with the audience! A few minutes in, The Roundup Ropers take over with a jaw-dropping jump rope routine, eventually inviting kids (and kids at heart) onto the floor to join in. Woody and Jessie then return to teach everyone the “Horseshoe Stomp” before closing things out with a massive, heartwarming sing-along to “You’ve Got a Friend in Me.”

The second show offers a slightly different, music-forward vibe. It features the talented Dusty Strings, who treats guests to live singing and acoustic guitar playing. After teaching the crowd a brand-new dance, he is joined on stage by everyone’s favorite horse, Bullseye, for a fun-filled finale.

Will you be taking your littles to Jessie’s Roundup?

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