When Jessie’s Roundup was announced for Cool Kids’ Summer, we were so excited to see it ourselves. We ran to Magic Kingdom this morning to see it first thing!
Jessie has taken over the Diamond Horseshoe in Magic Kingdom! Jessie’s Roundup officially opened today, May 26th, and runs through September 8th, 2026.
Jessie’s Roundup is a lively, upbeat dance party featuring Jessie, Woody, and Bullseye. Inside Jessie’s Roundup, we danced with Woody and Jessie to iconic Toy Story songs.
Once Woody and Jessie were done dancing, Bullseye came out and taught the kids the Horseshoe Stomp with Dusty Strings on guitar. These shows don’t have a set time, but the sets will alternate between Bullseye and Jessie.
As soon as you walk in, you’re given a deputy star sticker, and there is a board to make your own deputy name based on your favorite Toy Story character!
There are also lots of really fun games for kids in this space, including a maze they can use their finger to figure out the path, a small cornhole-style game, a ring-around-the-horseshoe game, and a spot-the-difference picture game.
It’s open from 9:30 AM to 6 PM each day, and there are no exact times for the Woody & Jessie or Bullseye appearances.
We had so much fun checking out Jessie’s Roundup today. Stay tuned to AllEars for more Disney World updates!
Here’s EVERYTHING to do during Cool Kids Summer at Walt Disney World!
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Will you be going to Jessie’s Roundup? Comment below!
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