The best arts & culture spots in Osceola County

5 arts & culture spots we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Arts & Culture · 5 places · showing the latest additions first

From battlefield relics and photographs to first-person accounts, Museum of Military History curates the stories behind the service, making…

5210 W Irlo Bronson Memorial Hwy (Kissimmee)

“From battlefield relics and photographs to first-person accounts, Museum of Military History curates the stories behind the service, making American history feel close to home. This week, trade some screen time for stories that stick and leave a little more grateful than you walked in.”

From the Celebration newsletter, September 25, 2026

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Osceola Arts - ARTisNOW Mural By Steven Teller drenches downtown Kissimmee in towering marigolds against a moody grayscale, a striking…

201 Broadway (Kissimmee)

“Osceola Arts - ARTisNOW Mural By Steven Teller drenches downtown Kissimmee in towering marigolds against a moody grayscale, a striking reminder that resilience and beauty can crack through concrete. Walk by this week, take a breath, and let the color reset your brain.”

From the St. Cloud newsletter, October 11, 2026

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Jousting, horsemanship & falconry plus a 4-course, utensil-free meal served in a castle-like space.

4510 W Vine St (Kissimmee)

“Jousting, horsemanship & falconry plus a 4-course, utensil-free meal served in a castle-like space.”

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St. Cloud Heritage Museum is a volunteer-run trove from the St. Cloud Woman’s Club that spotlights our Soldier City past, native culture,…

1012 Massachusetts Ave (St Cloud)

“St. Cloud Heritage Museum is a volunteer-run trove from the St. Cloud Woman’s Club that spotlights our Soldier City past, native culture, and community milestones.”

From the St. Cloud newsletter, October 6, 2026

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St. Cloud, Florida Murals turns downtown into an open-air history book, with the St. Cloud Historic Mural Trail telling stories like…

1202 12th St (St Cloud)

“St. Cloud, Florida Murals turns downtown into an open-air history book, with the St. R.”

From the St. Cloud newsletter, October 13, 2026

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