Osceola Entertainment

Watch the Orlando Pride take on the Washington Spirit in the heart of downtown Orlando in Inter&Co Stadium on historic Church St.

Is it pumpkin-spice-everything season yet? The calendar says Fall is just around the corner, and (hopefully) the thermometer will get in the Fall spirit too. Mark your calendar for our […]

Join us for an incredible evening filled with classic casino games such as Blackjack, Poker, Craps, and Roulette! Win fantastic cash prizes at our Cash Bash Wheel and amazing goodies […]

Country Thunder Florida takes place October 18th-20th, 2024 at Osceola Heritage Park in Kissimmee. It's going to be a wild weekend with the best live country music, and you're not […]

The New York Times calls it “the best musical of this century.” The Washington Post says, “It is the kind of evening that restores your faith in musicals.” And Entertainment […]

Macbeth, Shakespeare’s tale of ruthless desire set to some of Verdi’s most magnificent music, takes the stage to open Opera Orlando’s season of Destiny + Desire. This all new production […]

Join us on Friday, October 25th from 7pm-10pm for our annual Boo Skate! Celebrate Halloween on the ice with spooky music from our DJ, interactive games, trick or treat stations, […]

Join us for the "Saddle Up for Smiles" event! We're excited to invite children on the autism spectrum to a special horse therapy session hosted by Sheriff Marcos R. Lopez […]

Embrace the Halloween spirit at the 5th Annual Promenade at Sunset Walk “Trunk or Treat” – a Kid’s Trick-or-Treating Event & Car Show! Begin your Trick-or-Treating Day at the Margaritaville […]

You're invited to the Halloween of the year. Join dazzling haunts aboard the Pearl Riverboat as she ferries you from the mortal world to somewhere beyond. Dance the night away […]

Happening in Judson’s Live – Dr. Phillips Center’s newest and most intimate music room. Inspired by the world’s most legendary listening rooms, Judson’s Live is where atmosphere, acoustics and culinary […]

Stephen Sanchez has materialized at the forefront of popular culture with a sound that’s as timeless as it is necessary for the times. It’s easy to sway into the embrace […]