After more than twenty years, the Diamond Horseshoe at Magic Kingdom will finally host a full-scale stage production. Titled Jessie’s Roundup, this new western revue is set to debut as part of the Cool Kids Summer celebration in 2026. Starting May 26, 2026, guests can join Jessie, Woody, and their Toy Story pals for an interactive experience described as a mix of a western revue and family play-along. The experience will allow kids and families to dance along with Toy Story characters to country-inspired tunes and yodel their hearts out. This fun family event provides a much-needed air-conditioned retreat for families during the peak Florida summer heat and is scheduled to run through September 8, 2026.
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Jessie’s Roundup Returns to Diamond Horseshoe Stage in 2026
