Entertainment & Shows

Hard Rock Cafe

Hard Rock Live Orlando

Enjoy Live Music, Shows & Nightlife in Kissimmee

Music, dance, comedy, mystery, magic, mayhem, and more. Discover your kind of entertainment, day or night

From major concerts to dinner shows, Kissimmee offers a seemingly endless lineup of entertainment all year long. Big-name artists play local venues, the performing arts scene covers family-friendly favorites, and entertainment districts live up to their promise with shopping, dining, nightlife, and a mix of ways to be entertained. Find music in every genre and art in every form, plus plenty for kids to love.

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People gather for live entertainment in Old Town Kissimmee

Top Live Entertainment in Kissimmee

See top spots for exciting live entertainment, from major bands to local live music to popular stand-up comedians and beyond. It's always showtime in Kissimmee!

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Couple enjoying dinner and entertainment at The Edison.

Endless entertainment at The Edison

Knights in Tunnel
Boy wearing crown enjoying dinner and tournament at Medieval Times

A royal treat at Medieval Times

Kissimmee Dinner Show Roundup

Not sure which show is right for your crew?

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Adventure on the Menu

Get a taste of the adventure at Medieval Times Dinner & Tournament, a family-friendly dinner show that features daring duels and themed meals for the ultimate medieval experience.

Explore Hubs for Music, Entertainment & Nightlife

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Frequently Asked Questions

Kissimmee and the surrounding Orlando area offer a wide variety of entertainment, including live music, concerts, Broadway shows, comedy performances, dinner shows, nightlife, and family-friendly attractions. Visitors can enjoy live performances at House of Blues, major concerts at Hard Rock Live Orlando, Broadway productions at Dr. Phillips Center for the Performing Arts, and interactive dinner experiences at attractions like Medieval Times Dinner & Tournament.

Visitors can enjoy live music and concerts at several venues throughout Kissimmee and the greater Orlando area. House of Blues at Disney Springs hosts national touring artists and regional performers, while Hard Rock Live Orlando at Universal CityWalk features major concerts and comedy tours. Old Town Kissimmee and Promenade at Sunset Walk also offer live music and outdoor entertainment.

Yes! The Dr. Phillips Center for the Performing Arts in downtown Orlando features Broadway productions, musicals, theater performances, ballet, concerts, and comedy shows. Visitors can also explore local theater and performing arts productions at Osceola Arts in Kissimmee.

Kissimmee offers dinner shows that combine dining with live entertainment. Popular options include Medieval Times Dinner & Tournament, Pirate's Dinner Adventure, The Outta Control Magic Comedy Dinner Show, and Polynesian Fire Luau.

Yes! Comedy fans can explore stand-up performances and comedy events throughout the greater Orlando area. Orlando Funny Bone Comedy Club features touring comedians and emerging performers, while Hard Rock Live Orlando and Dr. Phillips Center for the Performing Arts also host comedy shows and special performances.

Families visiting Kissimmee can enjoy a variety of entertainment experiences, including dinner shows, live performances, interactive attractions, and movies. Medieval Times Dinner & Tournament and Pirate's Dinner Adventure offer theatrical dining experiences, while Studio Movie Grill at Promenade at Sunset Walk combines movies with in-seat dining. Families can also explore live performances and seasonal events at local entertainment districts.

Yes! Visitors can find free entertainment at several destinations in Kissimmee. Old Town Entertainment District offers free admission, select live entertainment, and weekly car shows. Kissimmee also hosts community events, festivals, and outdoor performances throughout the year. Some venues offer free musical performances on select nights.

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