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Jessie’s Roundup Coming to Diamond Horseshoe for Cool Kids’ Summer

Joshua
Written by Joshua Posted
Jessie's Roundup Coming to Diamond Horseshoe for Cool Kids’ Summer

The Diamond Horseshoe is set to welcome new Toy Story VIP guests this summer. Jessie’s Roundup is taking over the Magic Kingdom restaurant as part of Cool Kids’ Summer. Here’s Disney’s announcement:

“Just for Cool KIDS’ SUMMER, pals from Toy Story are ready for a rootin’ tootin’ good time at the Diamond Horseshoe at Magic Kingdom. Join Jessie, Woody, and friends for some energetic fun at Jessie’s Roundup, where you’ll craft, dance, and yodel your hearts out in this western revue.”

Jessie in the Disney Adventure Friends Cavalcade
Jessie in the Disney Adventure Friends Cavalcade

Disney hasn’t said how Jessie’s presence will impact The Diamond Horseshoe’s normal operations, but “dancing” suggests some tables will need to be moved. The restaurant currently serves the same Thanksgiving-style menu as the Liberty Tree Tavern next door.

Cool Kids’ Summer returns to Walt Disney World May 26 to September 8, 2026.

Read more: Disney World Water Park Benefit Returns May 26 to September 8, 2026