New Jessie’s Roundup Show coming to Diamond Horseshoe at Magic Kingdom this Summer!

Get ready to mosey inside this Old West music hall at Magic Kingdom and enjoy a rootin’ tootin’ good time with your Toy Story pals!

Exciting news from Walt Disney World as the Diamond Horseshoe in Magic Kingdom will be offering live entertainment this summer for the first time in over 20 years!

Walt Disney World has today, Monday, January 5 announced that as part of "Cool Kids’ Summer" which returns to the resort from May 26 to September 8, 2026 with attraction refreshes, new experiences, and limited-time activities, a new live show is coming to the Diamond Horseshoe in Magic Kingdom based on the fan favorite Toy tory characters.

This new offering, Jessie’s Roundup will feature Jessie, Woodie and more and includes dancing and yodeling in a western style review.

Keep up to date with the latest theme park news and updates from Walt Disney World, Universal Orlando, SeaWorld Orlando, LEGOLAND Florida, and Busch Gardens Tampa Bay.

The Diamond Horseshoe located in Frontierland in Magic Kingdom was as opening day attraction at Walt Disney World.

Opening on October 1, 1971, it featured a saloon show inspired by Disneyland's Golden Horseshoe Review. Originally called the Diamond Horseshoe Revue, it later changed to the Diamond Horseshoe Jamboree in the 80s, before Goofy moved in with Goofy's Country Dancin’ Jamboree which ran from 2023, to 2005.

After the live entertainment stopped, the location then transforming into its current seasonal family-style restaurant offering an all-you-care-to-enjoy holiday inspired dinner, featuring Liberty Tree Tavern dishes, and as a place to rest on a hot summers day.

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