Jessie’s Roundup Coming to Diamond Horseshoe at Magic Kingdom for Cool Kid Summer
Disney has announced that Jessie, Woody, and friends will be coming to the Diamond Horseshoe at Magic Kingdom as part of Cool Kids’ Summer. Called Jessie’s Roundup, guests will be able to interact with favorite Toy Story characters while participating in crafts and more! The Diamond Horseshoe is a dining hall in Liberty Square that currently serves lunch and dinner. They offer the same menu as the neighboring Liberty Tree Tavern.
Here is the announcement from Disney:
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.
Disney Parks Blog
Disney’s Cool Kids Summer runs May 26th through September 8th in 2026. The special summer event promises more character experiences, attraction refreshes, limited-time activities designed for the entire family, and more! We’ll have more details as Disney announces them! Visit Resorts Gal again soon to see what’s new!

In the Comments
What do you think? Does Jessie’s Roundup sound like a fun summer spot at Magic Kingdom? Let us know in the comments below.
